Ethanol → HCID 86752837, compound

HRID 964916Notes

Reaction equation

HRID 964916 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([C:8]2[C:9]([Cl:17])=[N:10][C:11]([CH:14]([F:16])[F:15])=[N:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1.C(O)C>CC(C)=O>[Cl:17][C:9]1[C:8]([CH:6]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:19][CH:18]=2)[OH:7])=[CH:13][N:12]=[C:11]([CH:14]([F:15])[F:16])[N:10]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 19074093HCID 19074093, compound

Product 1

HCID 86752837HCID 86752837, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
0 °C

Procedure

12 g of 5-(4-chlorobenzoyl)-4-chlorodifluoromethylpyrimidine and 6 g of a t-butylamine borane complex were added to 100 ml of ethanol, and the resulting mixture was stirred at 0° C. for 2 hours. Then, 20 ml of acetone was added thereto, and the mixture was stirred at 0° C. for 1 hour. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (developing solvent: chloroform) to obtain 11.1 g of the desired product as a pale yellow viscous liquid. nD20.3 1.5563

Workup

  1. stirringthe mixture was stirred at 0° C. for 1 hour
  2. distillationThe solvent was distilled off under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (developing solvent: chloroform)

Sources & evidence

ORD record
ord-4ea0fb152cc248baaa87cfccb95ff557
Source dataset
uspto-grants-1998_06
Patent number
US05773388

Reaction notes

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