3-(Hydroxymethyl)-4,5,6,7-tetrahydro-1-benzofuran-4-one → 4-(4-Oxo-4,5,6,7-tetrahydro-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid

HRID 1804773Notes

Reaction equation

HRID 1804773 reaction equation
C1(CO[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)CCC1.[O:19]=[C:20]1[C:25]2[C:26]([CH2:29][OH:30])=[CH:27][O:28][C:24]=2[CH2:23][CH2:22][CH2:21]1.C(OC(C1NC2C(C=1)=C(O)C=CC=2)=O)C>>[O:19]=[C:20]1[C:25]2[C:26]([CH2:29][O:30][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:27][O:28][C:24]=2[CH2:23][CH2:22][CH2:21]1

Participants

4

Reactant 3

HCID 108558443-(Hydroxymethyl)-4,5,6,7-tetrahydro-1-benzofuran-4-oneHCID 13274763Ethyl 4-hydroxy-1H-indole-2-carboxylateHCID 591526824-Cyclobutylmethoxy-1H-indole-2-carboxylic acid

Product 1

HCID 591526854-(4-Oxo-4,5,6,7-tetrahydro-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid

Procedure

4-(4-Oxo-4,5,6,7-tetrahydro-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid (16f) is synthesized analogous to 16a from 4-oxo-4,5,6,7-tetrahydro-benzofuran-3-ylmethanol and 4-hydroxy-1H-indole-2-carboxylic acid ethyl ester.

Sources & evidence

ORD record
ord-a33346fef56f41eab861d78fb6a51228
Source dataset
uspto-grants-2013_01
Patent number
US08354431B2

Reaction notes

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