5-Bromo-2-(cyclopentyloxy)pyridine → 3-Chloro-5-(6-cyclopentoxypyrid-3-yl)-1-(4-isopropoxyphenyl)-1H-indole-2-carboxylic acid

HRID 646155Notes

Reaction equation

HRID 646155 reaction equation
C([O:3][C:4]([C:6]1[N:7]([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH:32]([CH3:34])[CH3:33])=[CH:27][CH:26]=2)[C:8]2[C:13]([C:14]=1[Cl:15])=[CH:12][C:11](B1OC(C)(C)C(C)(C)O1)=[CH:10][CH:9]=2)=[O:5])C.Br[C:36]1[CH:37]=[CH:38][C:39]([O:42][CH:43]2[CH2:47][CH2:46][CH2:45][CH2:44]2)=[N:40][CH:41]=1>>[Cl:15][C:14]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:36]3[CH:41]=[N:40][C:39]([O:42][CH:43]4[CH2:47][CH2:46][CH2:45][CH2:44]4)=[CH:38][CH:37]=3)[CH:12]=2)[N:7]([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH:32]([CH3:33])[CH3:34])=[CH:27][CH:26]=2)[C:6]=1[C:4]([OH:3])=[O:5]

Participants

3

Procedure

The title compound was prepared in accordance with Example 8(b) from 3-chloro-1-(4-isopropoxyphenyl)-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-1H-indole-2-carboxylic acid ethyl ester (see Example 35(c)) and 5-bromo-2-cyclopentoxypyridine (see Example 36(b)), followed by ester hydrolysis in accordance with Example 1(c).

Sources & evidence

ORD record
ord-e7275043cd9e46aca2bdb21cbfe31bd5
Source dataset
uspto-grants-2010_04
Patent number
US07705023B2

Reaction notes

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