1610703-69-9|6-Chloro-9-ethyl-8-iodo-9H-purine| Ambeed

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CAS No. :	1610703-69-9
Formula :	C₇H₆ClIN₄
M.W :	308.51
SMILES Code :	IC1=NC2=C(Cl)N=CN=C2N1CC
MDL No. :	MFCD28714457
InChI Key :	GPMPXKNHAQGMNX-UHFFFAOYSA-N
Pubchem ID :	90158346

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P264-P270-P301+P312-P330-P501

Yield	Reaction Conditions	Operation in experiment
	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In 1,4-dioxane; water; at 90℃;Inert atmosphere;	Into a 5-L 4-neck round-bottom flask purged and maintained with an inert atmosphere ofnitrogen was placed a solution of 6-chloro-9-ethyl-8-iodo-9H-purine (242 g, 784 mmol), <strong>[1034924-06-5](2-methylpyrimidin-5-yl)boronic acid</strong> (108 g, 783 mmol), potassium carbonate (162 g, 1.17 mol) and Pd(dppf)C12-DCM (32 g, 39 mmol) in dioxane (2.4 L) and water (480 mL). The resulting solution was stirred overnight at 90°C. The reaction mixture was cooled to room temperature, then extracted with 2 x 1.5 L of ethyl acetate. The organic extracts were combined, dried over anhydrous magnesium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with petroleum ether/dichloromethane/ethyl acetate (5:1:1) providing 6-chloro-9-ethyl-8-(2-methylpyrimidin-5-yl)-9H-purine (Intermediate IV). ?H NMR (300 MHz, CDC13) 9.12 (s, 2 H), 8.80 (s, 1 H), 4.46 (q, J= 7.2 Hz, 2 H), 2.89 (s, 3 H), 1.57-1.51 (t, J 7.2 Hz, 3 H). MS (El) Calc?d for C,2H12N6C1 [M+H], 275; found, 275.
	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In 1,4-dioxane; water; at 90℃;Inert atmosphere;	Into a 5-L 4-neck round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed a solution of 6-chloro-9-ethyl-8-iodo-9H-purine (242 g, 784 mmol) , <strong>[1034924-06-5](2-methylpyrimidin-5-yl)boronic acid</strong> (108 g, 783 mmol), potassium carbonate (162 g, 1.17 mol) and Pd(dppf)Cl2-DCM (32 g, 39 mmol) in dioxane (2.4 L) and water (480 mL). The resulting solution was stirred overnight at 90 . The reaction mixture was cooled to room temperature, then extracted with 2 x 1.5 L of EtOAc. The organic extracts were combined, dried (MgSO4) and concentrated under vacuum. The residue was purified by chromatography on SiO2(5: 1: 1 petroleum ether/DCM/EtOAc) providing 6-chloro-9-ethyl-8- (2-methylpyrimidin-5-yl) -9H-purine (Intermediate I) .1H NMR (300 MHz, CDCl3) delta 9.12 (s, 2 H) , 8.80 (s, 1 H) , 4.46 (q, J 7.2 Hz, 2 H) , 2.89 (s, 3 H) , 1.57-1.51 (t, J 7.2 Hz, 3 H) . MS (EI) calc?d for C12H12N6Cl [M+H]+, 275 found, 275.

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CAS No.: 1610703-69-9

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CAS No.: 1610703-69-9

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed