Lithium Hydroxide → HCID 71185911, compound

HRID 1497312Notes

Reaction equation

HRID 1497312 reaction equation
C[O:2][C:3]([C:5]1[C:10](C)=[C:9]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[F:21])[N:8]=[C:7]([C:22]2[CH:23]=[N:24][CH:25]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:27]=2)[N:6]=1)=[O:4].[Li+].[OH-]>C1COCC1.CO.O>[F:21][C:15]1[CH:16]=[C:17]([F:20])[CH:18]=[CH:19][C:14]=1[CH2:13][NH:12][C:9]1[N:8]=[C:7]([C:22]2[CH:23]=[N:24][CH:25]=[C:26]([C:28]([F:31])([F:29])[F:30])[CH:27]=2)[N:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:10]=1

Participants

6

Reactant 2

HCID 3939Lithium HydroxideHCID 71186453HCID 71186453, compound

Product 1

HCID 71185911HCID 71185911, compoundYield 95.44%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 6-(2,4-Difluoro-benzylamino)-2-(5-trifluoromethyl-pyridin-3-yl)-pyrimidine-4-carboxylic acid methyl ester (1 g, 0.0023 mol) in THF (10 ml), MeOH (10 ml) and H2O (10 ml) was added LiOH (0.198 g, 0.0047 mol) and the reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated in vacuum, reaction mass was diluted with water and neutralized with 5% citric acid solution. The obtained precipitate was filtered and washed with water, dried well under vacuum to get the title compound as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuum, reaction mass
  2. additionwas diluted with water and neutralized with 5% citric acid solution
  3. filtrationThe obtained precipitate was filtered
  4. washwashed with water
  5. customdried well under vacuum

Sources & evidence

ORD record
ord-c803a6426eb149299cf8a6ba77acb43f
Source dataset
uspto-grants-2015_12
Patent number
US09199962B2

Reaction notes

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