Lithium hydroxide, monohydrate → HCID 90229618, compound

HRID 1505792Notes

Reaction equation

HRID 1505792 reaction equation
[O:1]=[C:2]([N:30]1[CH2:34][CH2:33][CH2:32][CH2:31]1)[CH2:3][C:4]1[NH:8][C:7]2[CH:9]=[C:10]([NH:17][C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:26]([F:29])([F:28])[F:27])=[O:19])[CH:11]=[C:12]([C:13]([O:15]C)=[O:14])[C:6]=2[N:5]=1.O.[OH-].[Li+]>CO.O>[O:1]=[C:2]([N:30]1[CH2:34][CH2:33][CH2:32][CH2:31]1)[CH2:3][C:4]1[NH:8][C:7]2[CH:9]=[C:10]([NH:17][C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:26]([F:28])([F:29])[F:27])=[O:19])[CH:11]=[C:12]([C:13]([OH:15])=[O:14])[C:6]=2[N:5]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 90229309HCID 90229309, compound

Product 1

HCID 90229618HCID 90229618, compoundYield 83.6%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

A solution of methyl 2-[2-oxo-2-(pyrrolidin-1-yl)ethyl]-6-({[2-(trifluoromethyl)phenyl]carbonyl}amino)-1H-benzimidazole-4-carboxylate (74 mg) and lithium hydroxide hydrate (66 mg) in MeOH-water (1:1, 2 mL) was stirred at 50° C. for 30 minutes. The solvent was removed under reduced pressure, water was added, and the residue was neutralized by 1N hydrochloric acid under ice-cooling. The precipitate was collected by filtration, washed with diethyl ether, and dried under reduced pressure to obtain the titled compound (60 mg) as pale yellow powder.

Workup

  1. customThe solvent was removed under reduced pressure, water
  2. additionwas added
  3. temperaturecooling
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with diethyl ether
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-da251e349c8643d2b6767a9b6c69f256
Source dataset
uspto-grants-2015_12
Patent number
US09216968B2

Reaction notes

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