1-(4-Phenylbutyl)-3-methylindole-5-carboxylic acid → Methanol

HRID 1603917Notes

Reaction equation

HRID 1603917 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][N:11]2[C:19]3[C:14](=[CH:15][C:16]([C:20](O)=[O:21])=[CH:17][CH:18]=3)[C:13]([CH3:23])=[CH:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:24][C:25]1[C:34]2[O:33][C:32]([C:35]3[NH:39][N:38]=[N:37][N:36]=3)=[CH:31][C:30](=[O:40])[C:29]=2[CH:28]=[CH:27][CH:26]=1>>[O:40]=[C:30]1[C:29]2[CH:28]=[CH:27][CH:26]=[C:25]([NH:24][C:20]([C:16]3[CH:15]=[C:14]4[C:19](=[CH:18][CH:17]=3)[N:11]([CH2:10][CH2:9][CH2:8][CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH:12]=[C:13]4[CH3:23])=[O:21])[C:34]=2[O:33][C:32]([C:35]2[NH:39][N:38]=[N:37][N:36]=2)=[CH:31]1.[CH3:20][OH:21]

Participants

4

Reactant 2

HCID 196063661-(4-Phenylbutyl)-3-methylindole-5-carboxylic acidHCID 178507421HCID 178507421, compound

Product 2

HCID 887MethanolYield 54%HCID 178430496HCID 178430496, compound

Procedure

Following the process described in example 1 (point K), starting from 1-(4-phenylbutyl)-3-methylindole-5-carboxylic acid and 8-amino-4-oxo-2-(5-1H-tetrazolyl)-4H-1-benzopyran, the title compound was prepared as a yellow solid with melting point 186°-187° C., which was purified by crystallization in methanol (54% yield).

Sources & evidence

ORD record
ord-1b051ca2d05a422fa48c563e684f235c
Source dataset
uspto-grants-1999_11
Patent number
US05990142

Reaction notes

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