76006-17-2|1H-Pyrazolo[3,4-c]pyridin-3-amine| Ambeed

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Structure of 76006-17-2

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Quality Control of [ 76006-17-2 ] Purity: 98% SDS Specification

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Product Details of [ 76006-17-2 ]

CAS No. :	76006-17-2
Formula :	C₆H₆N₄
M.W :	134.14
SMILES Code :	NC1=NNC2=C1C=CN=C2
MDL No. :	MFCD11656373
InChI Key :	LGZRIKTZAOPKET-UHFFFAOYSA-N
Pubchem ID :	11018912

Safety of [ 76006-17-2 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H301-H319
Precautionary Statements:	P301+P310-P305+P351+P338
Class:	6.1
UN#:	2811
Packing Group:	Ⅲ

Application In Synthesis of [ 76006-17-2 ]

* 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 [ 76006-17-2 ]

[ 76006-17-2 ] Synthesis Path-Downstream 1~15

1
[ 76006-17-2 ]
[ 76006-18-3 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 2398 - 2404.

2
[ 76006-15-0 ]
[ 76006-17-2 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 2398 - 2404.
[2]Heterocycles,1999,vol. 51,p. 1661 - 1667.

3
[ 78790-80-4 ]
[ 76006-17-2 ]

References: [1]Organic Preparations and Procedures International,1997,vol. 29,p. 577 - 579.

4
[ 76006-17-2 ]
1<i>H</i>-pyrazolo[3,4-<i>c</i>]pyridine-3-diazonium; hydroxide [ No CAS ]

References: [1]Heterocycles,1999,vol. 51,p. 1661 - 1667.

5
[ 76006-17-2 ]
3-cyano-1H-pyrazolo[3,4-c]pyridine [ No CAS ]

References: [1]Heterocycles,1999,vol. 51,p. 1661 - 1667.

6
[ 271-47-6 ]
[ 76006-17-2 ]

References: [1]Heterocycles,1999,vol. 51,p. 1661 - 1667.
[2]Journal of the Chemical Society. Perkin transactions I,1980,p. 2398 - 2404.

7
[ 13958-98-0 ]
[ 76006-17-2 ]

References: [1]Organic Preparations and Procedures International,1997,vol. 29,p. 577 - 579.

8
[ 13959-02-9 ]
[ 76006-17-2 ]

References: [1]Organic Preparations and Procedures International,1997,vol. 29,p. 577 - 579.

9
[ 13958-99-1 ]
[ 76006-17-2 ]

References: [1]Organic Preparations and Procedures International,1997,vol. 29,p. 577 - 579.

10
C₉H₈BrNO₄ [ No CAS ]
[ 76006-17-2 ]

References: [1]Organic Preparations and Procedures International,1997,vol. 29,p. 577 - 579.

11
[ 76006-17-2 ]
[ 76006-13-8 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 2398 - 2404.

12
[ 113770-88-0 ]
[ 76006-17-2 ]

Yield	Reaction Conditions	Operation in experiment
100%	With hydrazine hydrate; In ethanol; at 70.0℃; for 16.0h;	3-Fluoro-isonicotinonitrile (0.50 g, 4.10 mmol) was dissolved in ethanol (8 mL) and treated with hydrazine hydrate (0.31 g, 6.1 mmol). After stirring at 70 C for 16 h, the mixture was cooled to RT and concentrated in vacuo and dried to yield the title compound (0.66 g, 100% of theory). LC-MS (Method 2B): Rt = 0.51 min, MS (ESIPos): m/z = 135 [M+H]+
0.66 g	With hydrazine hydrate; In ethanol; at 70.0℃; for 16.0h;	Example 15A 1H-Pyrazolo[3,4-c]pyridin-3-amine 3-Fluoro-isonicotinonitrile (0.50 g, 4.10 mmol) was dissolved in ethanol (8 mL) and treated with hydrazine hydrate (0.31 g, 6.1 mmol). After stirring at 70 C. for 16 h, the mixture was cooled to RT and concentrated in vacuo and dried to yield the title compound (0.66 g, 100% of theory). LC-MS (Method 2B): Rt=0.51 min, MS (ESIPos): m/z=135 [M+H]+

References: [1]Patent: WO2015/67549,2015,A1 .Location in patent: Page/Page column 66.
[2]Patent: US2015/126449,2015,A1 .Location in patent: Paragraph 0386 - 0388.

13
[ 76006-17-2 ]
[ 479630-08-5 ]
tert-butyl 4-(2-oxo-1,2-dihydropyrido[3',4':3,4]pyrazolo[1,5-a]pyrimidin-4-yl)piperidine-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
169 mg	With potassium phosphate; at 180.0℃; for 0.25h;Microwave irradiation;	Example 45A Tert-butyl 4-(2-oxo-1,2-dihydropyrido[3',4':3,4]pyrazolo[1,5-a]pyrimidin-4-yl)piperidine-1-carboxylate Tert-butyl 4-(3-ethoxy-3-oxopropanoyl)piperidine-1-carboxylate (1.00 g, 3.34 mmol, 1.5 eq), <strong>[76006-17-2]1H-pyrazolo[3,4-c]pyridin-3-amine</strong> (299 mg, 2.27 mmol, 1 eq) and potassium phosphate (945 mg, 4.45 mmol, 2 eq) were suspended in 1-methoxy-2-propanol (10 mL) in a 20 mL microwave vial. The vial was capped and the mixture was heated in a microwave to 180 C. for 15 min After cooling to RT, the suspension was diluted with water (20 mL) and neutralized (pH 7) by the addition of 1N HCl. The precipitate was filtered, washed with water (10 mL) and dried for 16 h at 50 C. in vacuo to yield the title compound (169 mg, 75% purity, 16% of theory). LC-MS (Method 1B): Rt=0.73 min, MS (ESIPos): m/z=370 [M+H]+
	With potassium phosphate; at 180.0℃; for 0.25h;Microwave irradiation;	Tert-butyl 4-(3-ethoxy-3-oxopropanoyl)piperidine-l-carboxylate (1.00 g, 3.34 mmol, 1.5 eq), 1H- pyrazolo[3,4-c]pyridin-3-amine (299 mg, 2.27 mmol, 1 eq) and potassium phosphate (945 mg, 4.45 mmol, 2 eq) were suspended in l-methoxy-2-propanol (10 mL) in a 20 mL microwave vial. The vial was capped and the mixture was heated in a microwave to 180C for 15 min. After cooling to RT, the suspension was diluted with water (20 mL) and neutralized (pH 7) by the addition of IN HCl. The precipitate was filterered, washed with water (10 mL) and dried for 16 h at 50C in vacuo to yield the title compound (169 mg, 75% purity, 16% of theory). LC-MS (Method IB): Rt = 0.73 min, MS (ESIPos): m/z = 370 [M+H]+

References: [1]Patent: US2015/126449,2015,A1 .Location in patent: Paragraph 0476 - 0478.
[2]Patent: WO2015/67549,2015,A1 .Location in patent: Page/Page column 86.

14
[ 76006-17-2 ]
[ 479630-08-5 ]
4-(piperidin-4-yl)pyrido[3',4':3,4]pyrazolo[1,5-a]pyrimidin-2(1H)-one hydrochloride [ No CAS ]

References: [1]Patent: WO2015/67549,2015,A1 .

15
phenyl (6-(4-isopropyl-4H-1,2,4-triazol-3-yl)pyridin-2-yl)carbamic acid ester [ No CAS ]
[ 76006-17-2 ]
C₁₇H₁₇N₉O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
7.6 mg	With triethylamine; In N,N-dimethyl-formamide; at 60.0℃;	Add the final product 03 (40 mg, 0.124 mmol), 1H-pyrazolo [3,4-c] pyridin-3-amine (49.7 mg, 0.371 mmol) and triethylamine (40.8 mg, 0.403 mmol) to a 50 mL reaction flask In 2 mL of DMF was added to dissolve the reaction. Stir overnight at 60 C.After the reaction was completed, 2.0 mL of water was added and purified by HPLC.7.6 mg of the target compound was obtained.

References: [1]Patent: CN110818683,2020,A .Location in patent: Paragraph 0197; 0524-0526.

Historical Records

Technical Information

• Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Hydride Reductions • Leuckart-Wallach Reaction • Mannich Reaction • Petasis Reaction • Preparation of Amines • Reactions of Amines • Specialized Acylation Reagents-Vilsmeier Reagent • Ugi Reaction

Related Functional Groups of
[ 76006-17-2 ]

Amines

A135561 [874-05-5]

1H-Indazol-3-amine

Similarity: 0.79

A205830 [91159-73-8]

4,5-Dimethyl-1H-pyrazol-3-amine

Similarity: 0.74

A219894 [404827-77-6]

6-Bromo-1H-indazol-3-amine

Similarity: 0.71

A109327 [41339-17-7]

5-Nitro-1H-indazol-3-amine

Similarity: 0.71

A161129 [6752-16-5]

1H-Pyrazolo[3,4-b]pyridin-3-amine

Similarity: 0.71

Related Parent Nucleus of
[ 76006-17-2 ]

Other Aromatic Heterocycles

A217118 [271-47-6]

1H-Pyrazolo[3,4-c]pyridine

Similarity: 0.80

A302328 [116834-96-9]

3-Methyl-1H-pyrazolo[3,4-b]pyridine

Similarity: 0.77

A287628 [1072249-89-8]

3-Methyl-1H-pyrazolo[3,4-c]pyridine

Similarity: 0.73

A161129 [6752-16-5]

1H-Pyrazolo[3,4-b]pyridin-3-amine

Similarity: 0.71

A514900 [76006-11-6]

7-Chloro-1H-pyrazolo[3,4-c]pyridine

Similarity: 0.70

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CAS No.: 76006-17-2

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