(+-)-alpha-Methyltryptamine → 2-Methyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid n-propyl ester

HRID 736052Notes

Reaction equation

HRID 736052 reaction equation
[CH3:1][CH:2]([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH:6]=1)[NH2:3].Br[CH2:15][C:16](=O)[C:17]([O:19][CH2:20][CH2:21][CH3:22])=[O:18]>>[CH2:20]([O:19][C:17]([C:16]1[C:6]2[NH:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[C:5]=2[CH2:4][CH:2]([CH3:1])[NH:3][CH:15]=1)=[O:18])[CH2:21][CH3:22]

Participants

3

Reactant 2

HCID 9287(+-)-alpha-MethyltryptamineHCID 115139923-Bromo-2-oxopropionate-1-propyl ester

Product 1

HCID 666401652-Methyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid n-propyl ester

Procedure

2-Methyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid n-propyl ester was prepared in the manner described in Example 1A using α-methyl tryptamine and n-propyl 3-bromopyruvate; MS (ESI): 285 (MH+).

Sources & evidence

ORD record
ord-2fd93e9c662a4bf9940f2cd118e3a6ee
Source dataset
uspto-grants-2009_09
Patent number
US07595311B2

Reaction notes

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