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

HRID 646172Notes

Reaction equation

HRID 646172 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]([CH3:24])([CH3:23])[CH3:22])=[CH:17][CH:16]=1)=[CH:10][CH:9]=2)=[O:5])C.Br[C:26]1[CH:27]=[CH:28][C:29]([O:32][CH:33]2[CH2:37][CH2:36][CH2:35][CH2:34]2)=[N:30][CH:31]=1>>[C:21]([C:18]1[CH:17]=[CH:16][C:15]([C:11]2[CH:12]=[C:13]3[C:8](=[CH:9][CH:10]=2)[N:7]([C:26]2[CH:31]=[N:30][C:29]([O:32][CH:33]4[CH2:37][CH2:36][CH2:35][CH2:34]4)=[CH:28][CH:27]=2)[C:6]([C:4]([OH:3])=[O:5])=[CH:14]3)=[CH:20][CH:19]=1)([CH3:24])([CH3:23])[CH3:22]

Participants

3

Reactant 2

HCID 219143535-Bromo-2-(cyclopentyloxy)pyridineHCID 68475095Ethyl 5-(4-(tert-butyl)phenyl)-1H-indole-2-carboxylate

Product 1

HCID 687013495-(4-tert-Butylphenyl)-1-(6-cyclopentoxypyrid-3-yl)-1H-indole-2-carboxylic acid

Procedure

The title compound was prepared in accordance with Example 1(b) from 5-(4-tert-butylphenyl)indole-2-carboxylic acid ethyl ester (see Example 1(a)) and 5-bromo-2-cyclopentoxypyridine (see Example 36(b)), followed by ester hydrolysis in accordance with the procedure described in Example 35, Method 3, step (b).

Sources & evidence

ORD record
ord-9f4c8db1253047119a34f1c695746a01
Source dataset
uspto-grants-2010_04
Patent number
US07705023B2

Reaction notes

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