Lithium hydroxide, monohydrate → HCID 59432583, compound

HRID 506614Notes

Reaction equation

HRID 506614 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=2[F:23])[CH:8]=[C:9]([C:11]2[S:15][CH:14]=[N:13][CH:12]=2)[CH:10]=1)=[O:4].O[Li].O>C1COCC1.O>[F:23][C:17]1[CH:18]=[C:19]([CH3:22])[CH:20]=[CH:21][C:16]=1[C:7]1[CH:8]=[C:9]([C:11]2[S:15][CH:14]=[N:13][CH:12]=2)[CH:10]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 594325802'-Fluoro-4'-methyl-5-thiazol-5-yl-biphenyl-3-carboxylic acid methyl ester

Product 1

HCID 59432583HCID 59432583, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2′-fluoro-4′-methyl-5-thiazol-5-yl-biphenyl-3-carboxylic acid methyl ester (0.327 g, 1 mmol) in THF (10 mL) was added a solution of LiOH—H2O (1.2 mmol) in H2O (15 mL) at 0° C. The reaction was allowed to warm to room temperature and THF was removed under reduced pressure. The aqueous solution was acidified to pH=2, and the solid was collected by filtration and dried to yield 2′-Fluoro-4′-methyl-5-thiazol-5-yl-biphenyl-3-carboxylic acid as a white solid (75%), MS (M+H)=314.

Workup

  1. customTHF was removed under reduced pressure
  2. filtrationthe solid was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-133512628a544e50b8c60c42a65401a0
Source dataset
uspto-grants-2010_08
Patent number
US07786110B2

Reaction notes

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