Lithium hydroxide, monohydrate → 2-(1-(5-(2-Fluoro-5-methylphenyl)pyrimidin-2-yl)-N-methyl-3-(methylthio)-1H-indole-6-carboxamido)acetic acid

HRID 630534Notes

Reaction equation

HRID 630534 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[C:9]1[CH:10]=[N:11][C:12]([N:15]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([C:24]([N:26]([CH2:28][C:29]([O:31]C)=[O:30])[CH3:27])=[O:25])[CH:22]=3)[C:17]([S:33][CH3:34])=[CH:16]2)=[N:13][CH:14]=1.O.[OH-].[Li+]>C1COCC1.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[C:9]1[CH:10]=[N:11][C:12]([N:15]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([C:24]([N:26]([CH2:28][C:29]([OH:31])=[O:30])[CH3:27])=[O:25])[CH:22]=3)[C:17]([S:33][CH3:34])=[CH:16]2)=[N:13][CH:14]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 118666155Methyl 2-(1-(5-(2-fluoro-5-methylphenyl)pyrimidin-2-yl)-N-methyl-3-(methylthio)-1H-indole-6-carboxamido)acetate

Product 1

HCID 1186662712-(1-(5-(2-Fluoro-5-methylphenyl)pyrimidin-2-yl)-N-methyl-3-(methylthio)-1H-indole-6-carboxamido)acetic acid

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Ester hydrolysis of 304b) (0.5 g, 1.05 mmol) with lithium hydroxide monohydrate in THF/water. White solid. Yield: 0.48 g (98% of theory)

Sources & evidence

ORD record
ord-2fc36a1b4ead42e68248790e2c6fe16a
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

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