Lithium hydroxide, monohydrate → 3-[Isopropyl-(3-methyl-cyclopent-3-enecarbonyl)-amino]-5-phenyl-thiophene-2-carboxylic acid

HRID 2193933Notes

Reaction equation

HRID 2193933 reaction equation
C[O:2][C:3]([C:5]1[S:6][C:7]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:8][C:9]=1[N:10]([CH:19]([CH3:21])[CH3:20])[C:11]([CH:13]1[CH2:17][CH:16]=[C:15]([CH3:18])[CH2:14]1)=[O:12])=[O:4].O[Li].O>>[CH:19]([N:10]([C:11]([CH:13]1[CH2:17][CH:16]=[C:15]([CH3:18])[CH2:14]1)=[O:12])[C:9]1[CH:8]=[C:7]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[S:6][C:5]=1[C:3]([OH:4])=[O:2])([CH3:21])[CH3:20]

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 672993023-[Isopropyl-(3-methyl-cyclopent-3-enecarbonyl)-amino]-5-phenyl-thiophene-2-carboxylic acid methyl ester

Product 1

HCID 160748733-[Isopropyl-(3-methyl-cyclopent-3-enecarbonyl)-amino]-5-phenyl-thiophene-2-carboxylic acidYield 62.5%

Procedure

Saponification of 3-[Isopropyl-(3-methyl-cyclopent-3-enecarbonyl)-amino]-5-phenyl-thiophene-2-carboxylic acid methyl ester (50 mg, 0.13 mmol) using LiOH.H2O (22 mg) as previously described furnished the 3-[Isopropyl-(3-methyl-cyclopent-3-enecarbonyl)-amino]-5-phenyl-thiophene-2-carboxylic acid (30 mg, 62.5% yield) as a solid.

Sources & evidence

ORD record
ord-0eac10420d4941ae8cc70416258642c8
Source dataset
uspto-grants-2012_12
Patent number
US08329924B2

Reaction notes

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