3029-64-9|2,4,6-Trichloro-5-cyanopyrimidine| Ambeed

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Quality Control of [ 3029-64-9 ] Purity: 98% SDS Specification

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Product Details of [ 3029-64-9 ]

CAS No. :	3029-64-9
Formula :	C₅Cl₃N₃
M.W :	208.43
SMILES Code :	C1(=C(C#N)C(=NC(=N1)Cl)Cl)Cl
MDL No. :	MFCD07636745
InChI Key :	IAJCAZVXGKGAQK-UHFFFAOYSA-N
Pubchem ID :	250945

Safety of [ 3029-64-9 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Computational Chemistry of [ 3029-64-9 ] Show Less

Physicochemical Properties

Num. heavy atoms	11
Num. arom. heavy atoms	6
Fraction Csp3	0.0
Num. rotatable bonds	0
Num. H-bond acceptors	3.0
Num. H-bond donors	0.0
Molar Refractivity	41.78
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	49.57 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	1.57
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	2.81
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	2.31
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	0.79
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	2.87
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	2.07

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-3.31
Solubility	0.103 mg/ml ; 0.000494 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-3.51
Solubility	0.0647 mg/ml ; 0.00031 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-3.59
Solubility	0.0532 mg/ml ; 0.000255 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	Yes
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	No
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	Yes
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-5.58 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	0.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	0.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<1.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	1.85

Application In Synthesis of [ 3029-64-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 3029-64-9 ]

[ 3029-64-9 ] Synthesis Path-Downstream 1~35

3
[ 3029-64-9 ]
[ 108-44-1 ]
C₁₂H₈Cl₂N₄ [ No CAS ]

References: [1]Patent: EP1184376,2002,A1 .Location in patent: Page 13.

4
[ 3029-64-9 ]
[ 591-19-5 ]
C₁₁H₅BrCl₂N₄ [ No CAS ]

References: [1]Patent: EP1184376,2002,A1 .Location in patent: Page 13.

5
[ 3029-64-9 ]
[ 7087-68-5 ]
[ 765-30-0 ]
[ 66309-08-8 ]

Yield	Reaction Conditions	Operation in experiment
	In 1,4-dioxane;	b 4-Chloro-2,6-bis-cyclopropylamino-pyrimidine-5-carbonitrile To a solution of 500 mg (2.4 mmol) of <strong>[3029-64-9]2,4,6-trichloro-5-cyano-pyrimidine</strong> in 30 ml of dioxane were added at room temperature 0.84 ml (4.8 mmol) of N-ethyl-diisopropylamine and 0.52 ml (7.2 mmol) of cyclopropylamine. The yellow reaction mixture was stirred at room temperature during 18 hours, then, for working-up, it was evaporated under reduced pressure. The residue obtained was then chromatographed on silica gel using a 3:1 mixture of dichloromethane and hexane as the eluent yielding 328 mg (1.3 mmol, 55percent of theory) of 4-chloro-2,6-bis-cyclopropylamino-pyrimidine-5-carbonitrile as a yellow solid; MS: [M+H]+=249.

References: [1]Patent: US2003/60466,2003,A1 .

6
[ 141-43-5 ]
[ 3029-64-9 ]
[ 7087-68-5 ]
[ 478180-25-5 ]

Yield	Reaction Conditions	Operation in experiment
	In 1,4-dioxane; ethanol; dichloromethane;	a 4-Chloro-2,6-bis-(2-hydroxy-ethylamino)-pyrimidine-5-carbonitrile A solution of 10.0 g (48 mmol) of <strong>[3029-64-9]2,4,6-trichloro-5-cyano-pyrimidine</strong> in 150 ml of dioxane was treated at 0° C. with 16.4 ml (96 mmol) of N-ethyl-diisopropylamine, followed by 8.7 ml (144 mmol) of ethanolamine. While warming up to room temperature, yellowish solid material started to precipitate. The yellow solution was stirred overnight, then the resulting material was separated by filtration and the mother liquor evaporated to dryness. The residue was stirred with dichloromethane and the solid filtered. To eliminate the ethanolammonium chloride, the two combined solid fractions were treated with 100 ml of ethanol, thereupon the resulting product was washed with 150 ml of dichloromethane. After drying under reduced pressure, 10.45 g (40.6 mmol, 84.5 of theory) of 4-chloro-2,6-bis-(2-hydroxy-ethylamino)-pyrimidine-5-carbonitrile were obtained as a yellowish powder.

References: [1]Patent: US2003/60466,2003,A1 .

7
(E/Z)-2,4,6-trichloro-pyrimidine-5-carbaldehyde oxime [ No CAS ]
[ 3029-64-9 ]

Yield	Reaction Conditions	Operation in experiment
	In thionyl chloride;	(iii) 2,4,6-Trichloro-5-cyano-pyrimidine A solution of 8.03 g (0.035 mol) of (E/Z)-2,4,6-trichloro-pyrimidine-5-carbaldehyde oxime in 85 ml of thionylchloride prepared at 0° C., was heated to room temperature, then, during 2 hours to reflux. For the working-up, the yellow reaction mixture was cooled to room temperature, then evaporated under reduced pressure to yield 7.57 g of crude 2,4,6-trichloro-5-cyano-pyrimidine as a yellow-brownish solid. For purification, the crude material was chromatographed on silica gel using a 5:1 mixture of cyclohexane and dichloromethane as the eluent giving 4.38 g (0.021 mol, 59percent of theory) of 2,4,6-trichloro-5-cyano-pyrimidine as a white solid; MS: [M]+=207.

References: [1]Patent: US2003/60466,2003,A1 .

Yield	Reaction Conditions	Operation in experiment
65%		EXAMPLE T 5-Cyano-2,4,6-trichloro-pyrimidine Prepared [see C.A. 62, 7775 (1965)] from 5-carbamoyl-2,4,6-trihydroxy-pyrimidine, phosphorus oxychloride and dimethyl aniline (18 hours, 100°C). M.p. 123°C (petroleum ether b.p.: 100°-140°C); yield: 65percent of theory. 5-Cyano-4,6-dichloro-2-methylthio-pyrimidine was prepared in analogous manner from 5-carbamoyl-4,6-dihydroxy-2-methylthiopyrimidine and phosphorus oxychloride/diethyl aniline (4 hours, reflux). M.p. 107°C (petroleum ether).

9
[ 123-90-0 ]
[ 3029-64-9 ]
[ 56032-13-4 ]

Yield	Reaction Conditions	Operation in experiment
4.5%		5-Cyano-4,6 -dichloro-2-thiomorpholino-pyrimidine (m.p. 99°C, yield: 4.5percent of theory) from 5-cyano-2,4,6 -trichloro-pyrimidine and thiomorpholine.

References: [1]Patent: US3975384,1976,A .

10
[ 3029-64-9 ]
[ 56032-15-6 ]

Yield	Reaction Conditions	Operation in experiment
10%	In methanol;	5-Cyano-4,6 -dichloro-2-methoxy-pyrimidine (m.p. 156°C, yield: 10percent of theory) from 5-cyano-2,4,6-trichloro-pyrimidine and methanol (reaction time: 20 hours; reaction temperature: 65°C; without potassium carbonate).

References: [1]Patent: US3975384,1976,A .

11
[ 3029-64-9 ]
[ 109-89-7 ]
[ 66309-01-1 ]

Yield	Reaction Conditions	Operation in experiment
	In diethyl ether; water;	EXAMPLE VIII 4,6-Dichloro-2-diethylamino-5-pyrimidinecarbonitrile A stirred solution of 6.3 grams of <strong>[3029-64-9]2,4,6-trichloro-5-pyrimidinecarbonitrile</strong> in 150 ml of diethyl ether was cooled to -10°, and a solution of 4.4 grams of diethylamine in 75 ml of diethyl ether was added dropwise. Upon complete addition, the reaction mixture was stirred at -10° for 1 hour. Water was added to the reaction mixture. The diethyl ether layer was separated and dried over magnesium sulfate. The mixture was filtered, and the filtrate was evaporated under reduced pressure to a residue. The residue was recrystallized from methylcyclohexane to give 3.8 grams of 4,6-dichloro-2-diethylamino-5-pyrimidinecarbonitrile; mp, 125°-126°. Analysis: Calculated for C9 H10 Cl2 N4: C,44.10; H,4.07; N,22.85; Found: C,44.l3; H,4.28; N,23.14.

References: [1]Patent: US4092150,1978,A .

12
[ 3029-64-9 ]
[ 109-89-7 ]
[ 66309-06-6 ]

Yield	Reaction Conditions	Operation in experiment
	In diethyl ether;	EXAMPLE XV 4-Chloro-2,6-bis(diethylamino)-5-pyrimidinecarbonitrile To a stirred solution of 6.3 grams of <strong>[3029-64-9]2,4,6-trichloro-5-pyrimidinecarbonitrile</strong> in 150 ml of diethyl ether at 10° was added dropwise 8.8 grams of diethylamine in 150 ml of diethyl ether. Upon complete addition, the reaction mixture was allowed to warm to room temperature, where it was stirred for 16 hours. The reaction mixture was heated under reflux for 1 hour, then cooled to room temperature. The reaction mixture was washed with water, and the diethyl ether layer was separated. The aqueous layer was washed with diethyl ether. The ether layers were combined and dried over magnesium sulfate. The mixture was filtered, and the filtrate was evaporated under reduced pressure to a residue. The residue was recrystallized from petroleum ether to give crude 4-chloro-2,6-bis(diethylamino)-5-pyrimidinecarbonitrile.

References: [1]Patent: US4092150,1978,A .

13
[ 75-04-7 ]
[ 3029-64-9 ]
[ 66308-99-4 ]

Yield	Reaction Conditions	Operation in experiment
	In tetrachloromethane; diethyl ether; water; acetone;	EXAMPLE V 4,6-Dichloro-2-ethylamino-5-pyrimidinecarbonitrile A stirred solution of 12.9 grams of <strong>[3029-64-9]2,4,6-trichloro-5-pyrimidinecarbonitrile</strong> in 150 ml of acetone was cooled to -10°, and 7.7 grams of an aqueous 70percent ethylamine solution was added dropwise during 2 hours. The temperature of the reaction mixture was maintained at -10° throughout the addition. Following complete addition, the reaction mixture was allowed to warm to room temperature, where it stood for 16 hours. Then most of the acetone was removed by evaporation under reduced pressure. The residue was extracted with a mixture of water and diethyl ether. The ether layer was separated and dried over magnesium sulfate. The dried ether layer was filtered, and the ether was removed under reduced pressure. The residue was recrystallized from a mixture of methylcyclohexane and benzene, then from carbon tetrachloride, to give 4.2 grams of 4,6-dichloro-2-ethylamino-5-pyrimidinecarbonitrile; mp, 145-150°. Analysis: Calculated for C7 H6 Cl2 H4: C,38.74; H,2.78; N,25.80; Found: C,38.47; H,2.97; N,25.90.

References: [1]Patent: US4092150,1978,A .

14
[ 3029-64-9 ]
[ 75-31-0 ]
[ 66308-92-7 ]

Yield	Reaction Conditions	Operation in experiment
	In diethyl ether; water;	EXAMPLE VI 4,6-Dichloro-2-isopropylamino-5-pyrimidinecarbonitrile A stirred solution of 4.2 grams of <strong>[3029-64-9]2,4,6-trichloro-5-pyrimidinecarbonitrile</strong> in 100 ml of diethyl ether was cooled to between -5° and -10°, and a solution of 2.4 grams of isopropylamine in 100 ml of diethyl ether was added dropwise. Upon complete addition, water was added to the reaction mixture, and the ether layer was separated. The ethereal layer was dried over magnesium sulfate and filtered. The filtrate was evaporated to dryness under reduced pressure. The residue was recrystallized from methylcyclohexane to give 2.4 grams of 4,6-dichloro-2-isopropylamino-5-pyrimidinecarbonitrile; mp, 179°-181°. Analysis: Calculated for C8 H8 Cl2 N4: C,41.57; H,3.47; N,24.23; Found: C,41.33; H,3.35; N,23.97.

References: [1]Patent: US4092150,1978,A .

15
[ 3029-64-9 ]
[ 19355-69-2 ]
[ 66308-91-6 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; In water; acetone;	EXAMPLE IV 4,6-Dichloro-2-(1-cyano-1-methylethylamino)-5-pyrimidinecarbonitrile A stirred solution of 6.3 grams of <strong>[3029-64-9]2,4,6-trichloro-5-pyrimidinecarbonitrile</strong> in 25 ml of acetone was cooled to -10°, and 2.5 grams of 2-amino-2-methylpropionitrile was added. With the reaction mixture at -10°, a solution of 1.3 grams of sodium hydroxide in 3.5 ml of water was added dropwise. Upon complete addition, the reaction mixture was stirred at -10° for 30 minutes. The acetone was removed under reduced pressure; the residue was extracted with diethyl ether, and the extract was separated and dried over magnesium sulfate. The extract was filtered, and the filtrate was evaporated under reduced pressure, yielding a residue. The residue was recrystallized from methylcyclohexane to give 3.1 grams of 4,6-dichloro-2-(1-cyano-1-methylethylamino)-5-pyrimidinecarbonitrile; mp, 154-158°. Analysis: Calculated for C9 H7 Cl2 N5: C,42.21; H,2.73; N,27.34; Found: C,42.26; H,2.92; N,27.35.

References: [1]Patent: US4092150,1978,A .

16
[ 857200-56-7 ]
[ 3029-64-9 ]

Yield	Reaction Conditions	Operation in experiment
	With trichlorophosphate;	EXAMPLE II 2,4,6-Trichloro-5-pyrimidinecarbonitrile A stirred mixture of 40 grams (24 ml) of phosphorus oxychloride and 9 grams of 2,4,6-trihydroxy-5-pyrimidinecarboxamide was refluxed for 1 hour. An additional 12 ml of phosphorus oxychloride was then added, and the mixture was refluxed for an additional 3 hours. The excess phosphorus oxychloride was removed by distillation, and the residue was poured into a mixture of ice and water. The aqueous mixture was extracted with chloroform. The extract was dried with magnesium sulfate and filtered. The filtrate was evaporated under reduced pressure to a residue. The residue was sublimed to give 2 grams of 2,4,6-trichloro-5-pyrimidinecarbonitrile; mp, 117°-119°. The mass spectrum of the product was consistent with the assigned structure.

References: [1]Patent: US4092150,1978,A .

17
[ 3029-64-9 ]
[ 10272-07-8 ]
[ 725238-05-1 ]

References: [1]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 7347 - 7357.

18
[ 3029-64-9 ]
[ 900456-21-5 ]

Yield	Reaction Conditions	Operation in experiment
78%	With ammonia; In 1,4-dioxane; at 20 - 80℃;	PREPARATION 982,4-Diamino-6-chloropyrimidine-5-carbonitrileA mixture of <strong>[3029-64-9]2,4,6-trichloropyrimidine-5-carbonitrile</strong> (200mg, 0.96 mmol) and a 0.5M solution of NH3 in dioxane (12ml, 6 mmol) and the mixture stirred at room temperature for 2h. The monosubstituted intermediate was obtained and 10 ml more of NH3 in dioxane were added and the mixture stirred at 80C over the weekend. A suspension was obtained, the solid filtered off and the filtrate concentrated to give a solid which was triturated in diethyl ether. The title compound was obtained as a beige solid (156mg, 78% yield).LRMS (m/z): 170 (M+1 )+.
51%	With ammonium hydroxide; In 1,4-dioxane; at 50℃; for 1h;	Step 3. 2,4-diamino-6- chloropyrimidin-5-formonitrile ; <strong>[3029-64-9]2,4,6-trichloropyrimidin-5-formonitrile</strong> (9 g, 43.5 mmol), dioxane (40 mL), and ammonium hydroxide (36%, 40 mL) were added to a 150-mL round-bottom flask, and heated to 50 C. to react for 1 hour. After the completion of the reaction, the resultant mixture was cooled to room temperature, followed by an addition of 50 mL of ice water, and then placed and cooled in an ice-bath and stirred for 1.5 hours. The resultant mixture was filtered to obtain a filter residue. The filter residue was washed with H2O to obtain a light yellow solid of 3.8 g. The yield was 51%. LCMS (ESI): m/z=170 (M+H)+.
4.5 g	With ammonium hydroxide; In 1,4-dioxane; at 50℃; for 3h;	Ammonium hydroxide (20 mL) was added to a solution of <strong>[3029-64-9]2,4,6-trichloropyrimidine-5-carbonitrile</strong> (5.0 g, 24 mmol) in dioxane (20 mL) at room temperature. The solution was warmed to 50 C. and stirred for 3 hrs. The reaction mixture was cooled to 10 C. and water (50 mL) was added. The resulting solid was filtered, washed with water, and dried under high vacuum to afford the compound depicted above as a white solid (4.5 g) 13H NMR (100 MHz, DMSO) 164.8, 162.6, 161.9, 115.8, 77.6. ES/MS m/z=169.9 (M+H)+.

4.5 g	With ammonium hydroxide; In 1,4-dioxane; water; at 10 - 50℃; for 3h;	(2,4-diamino-6-chloropyrimidine-5-carbonitrile) Ammonium hydroxide (20 mL) was added to a solution of <strong>[3029-64-9]2,4,6-trichloropyrimidine-5-carbonitrile</strong> (5.0 g, 24 mmol) in dioxane (20 mL) at room temperature. The solution was warmed to 50 C. and stirred for 3 hrs. The reaction mixture was cooled to 10 C. and water (50 mL) was added. The resulting solid was filtered, washed with water, and dried under high vacuum to obtain the title compound as a white solid (4.5 g) 13H NMR (100 MHz, DMSO) 164.8, 162.6, 161.9, 115.8, 77.6. ES/MS m/z=169.9 (M+H)+.
	With ammonium hydroxide; In 1,4-dioxane; at 50℃; for 3h;	10624] Ammonium hydroxide (20 mE) was added to a solution of 2,4,6-trichioropyrimidine-5-carbonitrile (5.0 g, 24 mmol) in dioxane (20 mE) at room temperature. The solution was heated to 50 C. and stirred for 3 hrs. The reaction mixture was cooled to 10C. and added to water (50 mE). The resulting solid was filtered, washed with water, and dried under high vacuum to afford the title compound. 13R NMR(100 MHz, DM50) 164.8, 162.6, 161.9, 115.8, 77.6. ES/MS mlz=1 69.9 (M+H+).
	With ammonium hydroxide; In 1,4-dioxane; at 10 - 50℃; for 3h;	Ammonium hydroxide (20 mL) was added to a solution of 2 ,4,6-tric&oropyrimidine- 5-carbonitrile (5.0 g, 24 mmol) in dioxane (20 mL) at room temperature. The solution was warmed to 50C and stirred for 3 hrs. The reaction mixture was cooled to 10C and water (50 mL) was added. The resulting solid was filtered, washed with water, and dried under high vacuum to afford the title compound as a white solid. 13C NMR (100 MHz, DMSO) 164.8, 162.6, 161.9, 115.8, 77.6. ES/MS m/z - 169.9 (M+H)+.
	With ammonium hydroxide; In 1,4-dioxane; at 50℃; for 3h;	Ammonium hydroxide (20 mL) was added to a solution of <strong>[3029-64-9]2,4,6-trichloropyrimidine-5-carbonitrile</strong> (5.0 g, 24 mmol) in dioxane (20 mL) at room temperature. The solution was warmed to 50 C. and stirred for 3 hours. The reaction mixture was cooled to 10 C. and water (50 mL) added. The resulting solid was filtered, washed with water, and dried under high vacuum to afford 2,4-diamino-6-chloropyrimidine-5-carbonitrile. 13H NMR (100 MHz, DMSO) 164.8, 162.6, 161.9, 115.8, 77.6. ES/MS m/z=169.9 (M+H+).
	With ammonium hydroxide; In 1,4-dioxane; at 20 - 50℃; for 3h;	Example 3, Preparation of a Compound of Formula (3) A. Preparation of a Compound of Formula (3) in which R4 is CN, R6 and R7 are N, and X is CI (2,4-diammo-6^chloiopyr^ Ammonium hydroxide (20 mL) was added to a solution of 2,4,6- trichloropyriniidine-5-carbonitrile (5.0 g, 24 mmol) in dioxane (20 mL) at room temperature. The solution was warmed to 50C and stirred for 3 hrs. The reaction mixture was cooled to 10C and water (50 mL) was added. The resulting solid was filtered, washed with water, and dried under high vacuum to afford the above compound. 13H NMR (100 MHz, DMSO) 64.8, 162.6, 161.9, 115.8, 77.6. ES MS mh = 169.9 (M+H)
0.8 g	With ammonium hydroxide; In 1,4-dioxane; at 50℃; for 3h;	Ammonium hydroxide (4 mL) was added to a solution of 2,4,6-trichloropyrimidine-5- carbonitrile (1.0 g, 4.8 mmol) in dioxane (4 mL) at room temperature. The solution was warmed to 50C and stirred for 3 hrs. The reaction mixture was cooled to 10C and water (10 mL) was added. The resulting solid was filtered, washed with water, and dried under high vacuum to afford 2,4,6-triamino-pyrimidine-5 carbonitrile as a white solid (0.8 g). Mass Spectrum (ESI) m/e: 170 (M+H).

References: [1]Patent: WO2012/146666,2012,A1 .Location in patent: Page/Page column 166.
[2]Patent: US2019/255057,2019,A1 .Location in patent: Paragraph 0086; 0089.
[3]Patent: US2014/179718,2014,A1 .Location in patent: Paragraph 0667.
[4]Patent: US2014/371246,2014,A1 .Location in patent: Paragraph 0631; 0632.
[5]Patent: US2015/361095,2015,A1 .Location in patent: Paragraph 0623; 0624.
[6]Patent: WO2015/191754,2015,A2 .Location in patent: Paragraph 00164.
[7]Patent: US2015/361070,2015,A1 .Location in patent: Paragraph 0274.
[8]Patent: WO2015/200352,2015,A1 .Location in patent: Paragraph 00233; 00234; 00235.
[9]Journal of Medicinal Chemistry,2016,vol. 59,p. 3532 - 3548.
[10]Journal of Medicinal Chemistry,2016,vol. 59,p. 9228 - 9242.
[11]Journal of Medicinal Chemistry,2017,vol. 60,p. 1555 - 1567.
[12]Patent: WO2017/155741,2017,A1 .Location in patent: Paragraph 081; 082.

19
[ 3029-64-9 ]
[ 1615251-72-3 ]

References: [1]Patent: US2014/179718,2014,A1 .
[2]Journal of Medicinal Chemistry,2016,vol. 59,p. 3532 - 3548.

20
[ 3029-64-9 ]
(S)-2,4-diamino-6-((5-chloro-4-oxo-3-(pyridin-3-yl)-3,4-dihydroquinazolin-2-yl)(cyclopropyl)methylamino)pyrimidine-5-carbonitrile [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2016,vol. 59,p. 9228 - 9242.

21
[ 3029-64-9 ]
(S)-2,4-diamino-6-((1-(5-chloro-4-oxo-3-(1H-pyrazol-3-yl)-3,4-dihydroquinazolin-2-yl)propyl)amino)pyrimidine-5-carbonitrile [ No CAS ]

References: [1]Patent: US2015/361070,2015,A1 .

22
[ 3029-64-9 ]
2,4-diamino-6-((cyclopropyl(5-fluoro-3-(3-fluorophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)methyl)amino)pyrimidine-5-carbonitrile [ No CAS ]

References: [1]Patent: WO2015/200352,2015,A1 .

23
[ 3029-64-9 ]
[ 1615253-03-6 ]