HCID 59594756, compound → HCID 59594668, compound

HRID 2263383Notes

Reaction equation

HRID 2263383 reaction equation
[F:1][CH:2]([F:19])[C:3]1[N:4]=[C:5]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[S:6][C:7]=1[C:8](O)=[O:9]>O1CCCC1>[F:19][CH:2]([F:1])[C:3]1[N:4]=[C:5]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[S:6][C:7]=1[CH2:8][OH:9]

Participants

3

Reactant 1

HCID 59594756HCID 59594756, compound

Product 1

HCID 59594668HCID 59594668, compoundYield 104%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

2.73 g 4-Difluoromethyl-2-(4-methoxy-phenyl)-thiazole-5-carboxylic acid were dissolved in 30 ml tetrahydrofuran. 23 ml of a one molar solution of borane tetrahydrofuran complex were added and the reaction mixture stirred at 40° C. for three hours. The cooled reaction mixture was poured on ice water and extracted three times with portions of 100 ml ethyl acetate. The combined organic layers were dried over MgSO4. Then the solvent was removed in vacuo to obtain 2.70 g [4-difluoromethyl-2-(4-methoxy-phenyl)-thiazol-5-yl]-methanol.

Workup

  1. customThe cooled reaction mixture
  2. additionwas poured on ice water
  3. extractionextracted three times with portions of 100 ml ethyl acetate
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. customThen the solvent was removed in vacuo

Sources & evidence

ORD record
ord-2a4bdcd88b2c4335924392795baa9a97
Source dataset
uspto-grants-2010_12
Patent number
US07851493B2

Reaction notes

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