methyl 1H-indole-5-carboxylate → 2-(3-Acetyl-5-(methoxycarbonyl)-1H-indol-1-yl)acetic acid

HRID 1527233Notes

Reaction equation

HRID 1527233 reaction equation
[CH3:1][O:2][C:3](C1C=C2C(=CC=1)NC=C2)=[O:4].[C:14]([C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[C:23](OC(F)(F)F)[CH:24]=2)[N:19]([CH2:31][C:32]([OH:34])=[O:33])[CH:18]=1)(=[O:16])[CH3:15]>>[CH3:1][O:2][C:3]([C:23]1[CH:24]=[C:25]2[C:20](=[CH:21][CH:22]=1)[N:19]([CH2:31][C:32]([OH:34])=[O:33])[CH:18]=[C:17]2[C:14](=[O:16])[CH3:15])=[O:4]

Participants

3

Reactant 2

HCID 2737635methyl 1H-indole-5-carboxylateHCID 68284505(3-Acetyl-5-trifluoromethoxy-indol-1-yl)acetic acid

Product 1

HCID 682837612-(3-Acetyl-5-(methoxycarbonyl)-1H-indol-1-yl)acetic acid

Procedure

was prepared from 1H-indole-5-carboxylic acid methyl ester in a similar manner as described in Scheme A13 for the preparation of (3-acetyl-5-trifluoromethoxy-indol-1-yl)-acetic acid. MS: 276 [M+H]+; tR (HPLC conditions k): 2.84 min.

Workup

  1. custom2.84 min.

Sources & evidence

ORD record
ord-9e032a29d8bd4268935ee7f1825adcd3
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

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