Ethyl 4-hydroxy-1H-indole-2-carboxylate → 4-[2-(6-methoxy-benzofuran-3-yl)-ethoxy]-1H-indole-2-carboxylic acid

HRID 1804782Notes

Reaction equation

HRID 1804782 reaction equation
[CH:1]1([CH2:5][O:6][C:7]2[CH:15]=[CH:14][CH:13]=[C:12]3[C:8]=2[CH:9]=[C:10]([C:16]([OH:18])=[O:17])[NH:11]3)[CH2:4][CH2:3][CH2:2]1.[CH3:19][O:20][C:21]1C=C[C:24]2C(CCO)=[CH:26][O:27][C:23]=2[CH:22]=1.C(OC(C1NC2C(C=1)=C(O)C=CC=2)=O)C>>[CH3:26][O:27][C:23]1[CH:24]=[CH:2][C:3]2[C:4]([CH2:1][CH2:5][O:6][C:7]3[CH:15]=[CH:14][CH:13]=[C:12]4[C:8]=3[CH:9]=[C:10]([C:16]([OH:18])=[O:17])[NH:11]4)=[CH:19][O:20][C:21]=2[CH:22]=1

Participants

4

Reactant 3

HCID 13274763Ethyl 4-hydroxy-1H-indole-2-carboxylateHCID 236144442-(6-Methoxy-benzofuran-3-yl)ethanolHCID 591526824-Cyclobutylmethoxy-1H-indole-2-carboxylic acid

Product 1

HCID 591526694-[2-(6-methoxy-benzofuran-3-yl)-ethoxy]-1H-indole-2-carboxylic acid

Procedure

4-[2-(6-methoxy-benzofuran-3-yl)-ethoxy]-1H-indole-2-carboxylic acid (16o) is synthesized analogous to 16a from 4-[2-(6-methoxy-benzofuran-3-yl)-ethanol 21 (synthesis see below) and 4-hydroxy-1H-indole-2-carboxylic acid ethyl ester.

Sources & evidence

ORD record
ord-f4f1d8acbb9d4cde8ab8e2561e292d43
Source dataset
uspto-grants-2013_01
Patent number
US08354431B2

Reaction notes

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