3-Bromo-2-oxopropionate-1-propyl ester → 2-Methyl-8-fluoro-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid n-propyl ester

HRID 37919Notes

Reaction equation

HRID 37919 reaction equation
[CH3:1][CH:2]([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][C:10]([F:14])=[CH:11][CH:12]=2)[NH:7][CH:6]=1)[NH2:3].Br[CH2:16][C:17](=O)[C:18]([O:20][CH2:21][CH2:22][CH3:23])=[O:19]>>[CH2:21]([O:20][C:18]([C:17]1[C:6]2[NH:7][C:8]3[CH:9]=[C:10]([F:14])[CH:11]=[CH:12][C:13]=3[C:5]=2[CH2:4][CH:2]([CH3:1])[NH:3][CH:16]=1)=[O:19])[CH2:22][CH3:23]

Participants

3

Reactant 2

HCID 115139923-Bromo-2-oxopropionate-1-propyl esterHCID 152899926-Fluoro-alpha-methyltryptamine

Product 1

HCID 666401122-Methyl-8-fluoro-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid n-propyl ester

Procedure

2-Methyl-8-fluoro-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid n-propyl ester was prepared in a manner similar to that described in Example 1A by using α-methyl-6-fluorotryptamine and n-propyl 3-bromopyruvate; MS (ESI): 303 (MH+).

Sources & evidence

ORD record
ord-c6eb0fa17a1a4917b48e2a7fb6d5cf33
Source dataset
uspto-grants-2013_09
Patent number
US08524704B2

Reaction notes

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