Methyl acetoacetate → HCID 58999145, compound

HRID 2105795Notes

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

Participants

Reactant 4

HCID 7757Methyl acetoacetate

HCID 7965Cyclohexylamine

HCID 75646Cyclopropanemethanamine

HCID 27569852-Bromo-1-(5-fluoro-2-methoxyphenyl)ethanone

Product 1

HCID 58999145HCID 58999145, 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-(5-fluoro-2-methoxy-phenyl)-ethanone as compound of formula S, cyclopropanemethylamine as R3—(CH2)m—NH2 and cyclohexylamine as R1R2NH, MS (ISP) 385.4 (M+H)+.

Sources & evidence

ORD record: ord-a57cc3f89fa34c7aa4ba891be7253e66
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07579369B2

Reaction notes

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