Ethyl-(2-{[1-(5-nitro-1H-indol-2-yl)-methanoyl]-amino}-ethyl)-carbamic acid dimethyl-ethyl ester → (2-{[1-(5-Nitro-1H-indol-2-yl)-methanoyl]-amino}-ethyl)-propyl-carbamic acid dimethyl-ethyl ester

HRID 23151Notes

Reaction equation

HRID 23151 reaction equation
[CH3:1][C:2]([O:5][C:6](=[O:27])[N:7]([CH2:25][CH3:26])[CH2:8][CH2:9][NH:10][C:11]([C:13]1[NH:14][C:15]2[C:20]([CH:21]=1)=[CH:19][C:18]([N+:22]([O-:24])=[O:23])=[CH:17][CH:16]=2)=[O:12])([CH3:4])[CH3:3].[CH2:28](NCCNC(C1NC2C(C=1)=CC([N+]([O-])=O)=CC=2)=O)CC>>[CH3:4][C:2]([O:5][C:6](=[O:27])[N:7]([CH2:8][CH2:9][NH:10][C:11]([C:13]1[NH:14][C:15]2[C:20]([CH:21]=1)=[CH:19][C:18]([N+:22]([O-:24])=[O:23])=[CH:17][CH:16]=2)=[O:12])[CH2:25][CH2:26][CH3:28])([CH3:1])[CH3:3]

Participants

3

Reactant 2

HCID 67550180Ethyl-(2-{[1-(5-nitro-1H-indol-2-yl)-methanoyl]-amino}-ethyl)-carbamic acid dimethyl-ethyl esterHCID 858013855-Nitro-1H-indole-2-carboxylic acid (2-propylamino-ethyl)-amide

Product 1

HCID 67550175(2-{[1-(5-Nitro-1H-indol-2-yl)-methanoyl]-amino}-ethyl)-propyl-carbamic acid dimethyl-ethyl esterYield 88%

Procedure

Similar procedure as described for preparation of 78 from compound 81 (0.12 g, 0.413 mmol) gave brown powder (0.142 g, 88%). ESI MS: 391.17 (M+H+), 413.15 (M+Na+).

Sources & evidence

ORD record
ord-c9e3b01e76374d90ad36f86dabfb8352
Source dataset
uspto-grants-2005_02
Patent number
US06849713B2

Reaction notes

Loading…