Ethyl pyruvate → Ethyl 1-methyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylate

HRID 1258050Notes

Reaction equation

[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]([CH3:13])[CH2:11][NH2:12])=[CH:2]1.[C:14]([O:19][CH2:20][CH3:21])(=[O:18])[C:15]([CH3:17])=O>>[CH3:13][CH:10]1[C:3]2[C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=3[NH:1][C:2]=2[C:15]([C:14]([O:19][CH2:20][CH3:21])=[O:18])=[CH:17][NH:12][CH2:11]1

Participants

Reactant 2

HCID 12041Ethyl pyruvate

HCID 6452095beta-Methyltryptamine

Product 1

HCID 25223262Ethyl 1-methyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylate

Procedure

In a manner similar to Example 1, the title compound was prepared from 2-(1H-indol-3-yl)propylamine and ethyl pyruvate. MS(ESI): 271 (MH+).

Sources & evidence

ORD record: ord-8ec15c70df6b437a83acc74292020e3b
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08466143B2

Reaction notes

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