897733-08-3|5-Amino-4-methylpicolinonitrile| Ambeed

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CAS No. :	897733-08-3
Formula :	C₇H₇N₃
M.W :	133.15
SMILES Code :	N#CC1=NC=C(N)C(C)=C1
MDL No. :	MFCD13175938

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H332-H335
Precautionary Statements:	P280-P305+P351+P338-P310

Yield	Reaction Conditions	Operation in experiment
	With tetrakis(triphenylphosphine) palladium(0); In N,N-dimethyl-formamide; at 150℃; for 0.0833333h;	General procedure: 1.6.1. MethodBj00248j A mixture of aryllheteroaryl halide (1 eq), zinc cyanide (1 to 3 eq), Pd(PPh3)4 (0.1 to 0.2 eq) in DMF is heated at 150C in a microwave apparatus for a period ranging from 5 mm to 0.5 h. The mixture is filtered and concentrated. The residue is diluted with an organic solvent. The organic mixture undergoes work up and the solvent is removed under reduced pressure. The residue is triturated or purified by flash column chromatography to yield the desired product.1.6.2. Illustrative example of method B: synthesis of 5-fluoro-4-methyl-pyridine-2-carbonitrile (mt. 7).j00249j A microwave tube was charged with 2-chloro-5-fluoro-4-methylpyridine (5.5 mmol), Zn(CN)2 (16.6 mmol), Pd(PPh3)4 (1.1 mmol) in DMF (20 mL). The mixture was stirred at 150C for 5 mm in a microwave reactor. The mixture was combined with other crudes obtained following the procedure described above. The resulting mixture was filtered. The filtrate was concentrated under reduced pressure. The residue was diluted with EtOAc, washed (sat. NH4C1), dried (Na2SO4) and concentrated. The residue was purified by flash column chromatography (Si02, 5:95 to 15:85 EtOAc/petroleum ether) to yield the desired product.Int.20B133.2134.1(M+l)
	With tetrakis(triphenylphosphine) palladium(0); In N,N-dimethyl-formamide; at 150℃; for 0.0833333h;Microwave irradiation;	3.102.1. Step i): 5-Amino-4-methyl-pyridine-2-carbonitrile Pd(PPh3)4 (0.1 eq, 381 mg), zinc cyanide (1.6 eq, 626 mg) and 6-bromo-4-methyl-pyridin-3- ylamine (1 eq, 622 mg) are dissolved in anhydrous DMF (15 mL) in a microwave tube. The reaction mixture is heated to 150C for 5 min under microwave irradiation. The reaction mixture is cooled down and poured into aq. sat. NaHCC>3. Extraction with EtOAc (3x) is performed. The combined organic layers are dried (Na2S04) and concentrated in vacuo.The crude residue is triturated with Et20 to afford the desired compound.
	With tetrakis(triphenylphosphine) palladium(0); In N,N-dimethyl-formamide; at 150℃; for 0.0833333h;Inert atmosphere; Microwave irradiation;	5-amino-2-bromo-4-methy-pyridine (1.0 g, 5 mmol, 1 eq), Zn(CN)2 (640 mg, 5.5 mmol, 1.1 eq) and Pd(PPh3)4 (580 mg, 0.5 mmol, 0.1 eq) were mixed in dry DMF (10 mL) under N2 and heated in a closed microwave tube at 150C for 5 mm under microwave irradiations. The reaction mixturewas cooled down to room temperature and poured in aquaeous sat. NaHCO3. Extraction was performed with EtOAc. The combined organic layers were dried over Na2SO4, filtered and concentrated to dryness.The obtained crude residue was triturated with Et20 to afford the desired product. LCMS: mlz = 134 [M+H].

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CAS No.: 897733-08-3

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CAS No.: 897733-08-3

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[ 897733-08-3 ] Synthesis Path-Downstream 1~1

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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