N-Benzyl-1H-indole-3-ethylamine → HCID 23336473, compound

HRID 903592Notes

Reaction equation

HRID 903592 reaction equation
[CH2:1]([NH:8][CH2:9][CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:20][O:21][C:22]([CH2:24][CH2:25][CH2:26][C:27](Cl)=[O:28])=[O:23]>>[CH2:1]([N:8]([C:27](=[O:28])[CH2:26][CH2:25][CH2:24][C:22]([O:21][CH3:20])=[O:23])[CH2:9][CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 45592N-Benzyl-1H-indole-3-ethylamineHCID 73916Methyl 4-chloroformylbutyrate

Product 1

HCID 23336473HCID 23336473, compoundYield 75%

Procedure

42.8 g of N-benzyl-tryptamine (i.e., 3-(2-benzylaminoethyl)-indole) and 35.0 g of 4-methoxycarbonylbutyryl chloride were treated in the same manner as described in Example 1. 42.0 g of N-benzyl-N-(4-methoxycarbonylbutyryl)-tryptamine (i.e., 3-[2-(N-benzyl-4-methoxycarbonylbutanamido)ethyl]-indole) were thereby obtained. Yield: 75.0%

Sources & evidence

ORD record
ord-0b4d04e6dd8044b0a5b1c6d12bcc1d0d
Source dataset
uspto-grants-1980_10
Patent number
US04228168

Reaction notes

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