1356330-71-6|(5-Bromopyridine-2,3-diyl)dimethanol| Ambeed

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CAS No. :	1356330-71-6
Formula :	C₇H₈BrNO₂
M.W :	218.05
SMILES Code :	BrC1=CN=C(CO)C(CO)=C1
MDL No. :	MFCD22576225

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H320-H335
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338

Yield	Reaction Conditions	Operation in experiment
22%	With sodium tetrahydroborate; ethanol; at 0℃; for 17h;Reflux;	To a suspension of <strong>[521980-82-5]dimethyl 5-bromopyridine-2,3-dicarboxylate</strong> (8 g, 29.2 mmol) in EtOH (100 mL) was added NaBH4 (5.6 g, 146 mmol) in portions at 0 C. The reaction was heated at reflux for 17 h, then cooled to rt, quenched with saturated aqueous NH4C1 and concentration in vacuo. The residue was diluted with H20 (50 mL), and then extracted with EtOAc (60 mL x 3). The combined organic phases were dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/MeOH (v/v) = 40/1) to give the title compound as a white solid (1.4 g, 22%). MS (ESI, pos. ion) m/z: 217.95 [M + H]+; NMR (400 MHz, d6-DMSO) delta (ppm): 8.49 (s, 1H), 7.99 (s, 1H), 5.40-5.42 (m, 1H), 5.14-5.16 (m, 1H), 4.64-4.65 (m, 2H), 4.52-4.54 (m, 2H).
22%	With sodium tetrahydroborate; ethanol; at 0℃; for 17h;Reflux;	A solution of 5-bromopyridine-2,3-dicarboxylate (8 g, 29.2 mmol)Suspended in ethanol (100 mL)The mixture was cooled to 0 C,To this was added sodium borohydride (5.6 g, 146 mmol) in portions.After the reaction solution was refluxed for 17 hours,Cooled to room temperature, plusSaturated aqueous ammonium chloride solution and concentrated under reduced pressure. The residue was diluted with water (50 mL) and extracted with ethyl acetate (60 mL x 3)extraction. The combined organic phases were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (dichloromethaneHexane / methanol (v / v) = 40/1) to give the title compound as a white solid (1.4 g, 22%).
1 g	With sodium tetrahydroborate; ethanol; calcium chloride; at 0 - 20℃;	NaBH4 (1.4 g, 36.5 mmol) was added portion-wise to a solution of 5-bromopyridine- 2,3-dicarboxylate (2 g,7.3 mmol) in EtOH (20 mL, pre-cooled to 0 C). A solution of CaCl2(18.2 mL,2L9 mmol) in ethanol was added slowly at 0 C, and the reaction mixture was warmed to r.t. and stirred overnight. TLC showed the reaction was complete. Excess sodium borohydride was quenched by slow addition of aqueous 2 N HC1 solution (3 mL), followed by stirring at r.t. for 0.5 h. Saturated aqueous sodium bicarbonate solution was added until a pH of ~ 7 was reached. The mixture was concentrated in vacuo, and the residue was purified by a silica gel column chromatography (DCM/MeOH (v/v) = 10/1) to give (5-bromopyridine-2,3- diyl)dimethanol (lg). LC-MS (ESI) found: 219 [M+l]+.

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CAS No.: 1356330-71-6

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CAS No.: 1356330-71-6

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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
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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
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