1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 5-(4-tert-butoxycarbonyl-[1,4]diazepane-1-carbonyl)-1H-indole-2-carboxylic acid ethyl ester
Reaction equation
[CH3:1][CH2:2][O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([C:15]([OH:17])=O)=[CH:10][CH:9]=2)=[O:5].[C:18]([O:22][C:23]([N:25]1[CH2:31][CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1)=[O:24])([CH3:21])([CH3:20])[CH3:19].Cl.C(N=C=NCCCN(C)C)C>>[CH2:2]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([C:15]([N:28]1[CH2:29][CH2:30][CH2:31][N:25]([C:23]([O:22][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:24])[CH2:26][CH2:27]1)=[O:17])=[CH:10][CH:9]=2)=[O:5])[CH3:1]Participants
4
Reactant 3
Product 1
Procedure
The title compound was synthesized in analogy to Example 1, from 1H-indole-2,5-dicarboxylic acid 2-ethyl ester, [1,4]diazepane-1-carboxylic acid tert-butyl ester and 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride, to afford the product as a white solid (69%).
Sources & evidence
- ORD record
- ord-c282c8bcfa77464e9ccc5f0b033d7289
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07723325B2
Reaction notes
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