4-Bromo-1-isopropoxy-2-nitrobenzene → 5-(4-tert-Butylphenyl)-1-(4-isopropoxy-3-nitrophenyl)-1H-indole-2-carboxylic acid

HRID 646176Notes

Reaction equation

HRID 646176 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:31]=[CH:30][C:29]([O:32][CH:33]([CH3:35])[CH3:34])=[C:28]([N+:36]([O-:38])=[O:37])[CH:27]=1>>[C:21]([C:18]1[CH:19]=[CH:20][C:15]([C:11]2[CH:12]=[C:13]3[C:8](=[CH:9][CH:10]=2)[N:7]([C:26]2[CH:31]=[CH:30][C:29]([O:32][CH:33]([CH3:34])[CH3:35])=[C:28]([N+:36]([O-:38])=[O:37])[CH:27]=2)[C:6]([C:4]([OH:3])=[O:5])=[CH:14]3)=[CH:16][CH:17]=1)([CH3:24])([CH3:22])[CH3:23]

Participants

3

Reactant 2

HCID 222832414-Bromo-1-isopropoxy-2-nitrobenzeneHCID 68475095Ethyl 5-(4-(tert-butyl)phenyl)-1H-indole-2-carboxylate

Product 1

HCID 686983395-(4-tert-Butylphenyl)-1-(4-isopropoxy-3-nitrophenyl)-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 4-bromo-1-isopropoxy-2-nitrobenzene (see step (a) above), followed by ester hydrolysis in accordance with the procedure described in Example 35, Method 3, step (b).

Sources & evidence

ORD record
ord-9662ac92284e4b43a547d8e9ce43070b
Source dataset
uspto-grants-2010_04
Patent number
US07705023B2

Reaction notes

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