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

HRID 1804780Notes

Reaction equation

HRID 1804780 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(CCO)=CC=[CH:23][N:22]=1.C(OC(C1NC2C(C=1)=C(O)C=CC=2)=O)C>>[CH3:19][O:20][C:21]1[C:4]([CH2:1][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)=[CH:3][CH:2]=[CH:23][N:22]=1

Participants

4

Reactant 3

HCID 13274763Ethyl 4-hydroxy-1H-indole-2-carboxylateHCID 140623082-(2-Methoxy-3-pyridinyl)ethanolHCID 591526824-Cyclobutylmethoxy-1H-indole-2-carboxylic acid

Product 1

HCID 591526714-[2-(2-methoxy-pyridin-3-yl)-ethoxy]-1H-indole-2-carboxylic acid

Procedure

4-[2-(2-Methoxy-pyridin-3-yl)-ethoxy]-1H-indole-2-carboxylic acid (16m) is synthesized analogous to 16a from 4-[2-(2-methoxy-pyridin-3-yl)-ethanol and 4-hydroxy-1H-indole-2-carboxylic acid ethyl ester.

Sources & evidence

ORD record
ord-ba1cc8fe6d974b04afcf6350462f6eb9
Source dataset
uspto-grants-2013_01
Patent number
US08354431B2

Reaction notes

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