Phenethylamine → HCID 58999137, compound

HRID 1593142Notes

Reaction equation

C[O:2][C:3](=O)[CH2:4][C:5](=O)[CH3:6].Br[CH2:10][C:11]([C:13]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=1[O:21][CH3:22])=O.[CH2:23]([NH2:31])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[CH:32]1([NH2:38])[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1>>[CH:32]1([NH:38][C:3]([C:4]2[CH:10]=[C:11]([C:13]3[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=3[O:21][CH3:22])[N:31]([CH2:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:5]=2[CH3:6])=[O:2])[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1

Participants

Reactant 4

HCID 1001Phenethylamine

HCID 7757Methyl acetoacetate

HCID 7965Cyclohexylamine

HCID 709972-Bromo-2',5'-dimethoxyacetophenone

Product 1

HCID 58999137HCID 58999137, compound

Procedure

The title compound was synthesized in analogy to Example 68, using 3-oxo-butyric acid methyl ester as compound of formula R, 2-bromo-1-(2,5-dimethoxy-phenyl)-ethanone as compound of formula S, phenethylamine as R3—(CH2)m—NH2 and cyclohexylamine as R1R2NH, MS (ISP) 447.3 (M+H)+.

Sources & evidence

ORD record: ord-1812d72d3a2a4b01b8a73adc3e02d1bc
Source dataset: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07294644B2

Reaction notes

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