6-(Cyclopentyloxy)pyridine-3-boronic acid → 1-(6-Cyclopentoxypyrid-3-yl)-5-(5-trifluoromethylpyrid-2-yl)-1-H-indole-2-carboxylic acid

HRID 646145Notes

Reaction equation

HRID 646145 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([C:15]1[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][N:16]=1)=[CH:10][CH:9]=2)=[O:5])C.[CH:25]1([O:30][C:31]2[N:36]=[CH:35][C:34](B(O)O)=[CH:33][CH:32]=2)[CH2:29][CH2:28][CH2:27][CH2:26]1>>[CH:25]1([O:30][C:31]2[N:36]=[CH:35][C:34]([N:7]3[C:8]4[C:13](=[CH:12][C:11]([C:15]5[CH:20]=[CH:19][C:18]([C:21]([F:22])([F:24])[F:23])=[CH:17][N:16]=5)=[CH:10][CH:9]=4)[CH:14]=[C:6]3[C:4]([OH:3])=[O:5])=[CH:33][CH:32]=2)[CH2:26][CH2:27][CH2:28][CH2:29]1

Participants

3

Reactant 2

HCID 574164386-(Cyclopentyloxy)pyridine-3-boronic acidHCID 684723865-(5-trifluoromethylpyrid-2-yl)-1H-indole-2-carboxylic acid ethyl ester

Product 1

HCID 866168231-(6-Cyclopentoxypyrid-3-yl)-5-(5-trifluoromethylpyrid-2-yl)-1-H-indole-2-carboxylic acid

Procedure

The title compound was prepared in accordance with Example 36(d) from 5-(5-trifluoromethylpyrid-2-yl)-1H-indole-2-carboxylic acid ethyl ester (see Example 8(b)) and 6-cyclopentoxypyridine-3-boronic acid (see Example 36(c)), followed by ester hydrolysis (see Example 36(e)).

Sources & evidence

ORD record
ord-9c71e72b7a0443dda8a0c9da43d44630
Source dataset
uspto-grants-2010_04
Patent number
US07705023B2

Reaction notes

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