Methyl acetoacetate → HCID 86594075, compound

HRID 2105798Notes

Reaction equation

CO[C:3](=[O:8])[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.[OH:27][C@@H:28]1[CH2:33][CH2:32][CH2:31][CH2:30][C@H:29]1[NH2:34]>>[OH:27][C@@H:28]1[CH2:33][CH2:32][CH2:31][CH2:30][C@H:29]1[NH:34][C:3]([C:4]1[CH:10]=[C:11]([C:13]2[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=2[O:20][CH3:21])[N:26]([CH2:25][CH:22]2[CH2:24][CH2:23]2)[C:5]=1[CH3:6])=[O:8]

Participants

Reactant 4

HCID 7757Methyl acetoacetate

HCID 75646Cyclopropanemethanamine

HCID 735777(1R,2R)-2-Aminocyclohexanol

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

Product 1

HCID 86594075HCID 86594075, 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 trans-2-hydroxy-cyclohexylamine as R1R2NH, MS (ISP) 401.6 (M+H)+.

Sources & evidence

ORD record: ord-8cf2c6fb5c04449f9d897528f4b3e1d2
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07579369B2

Reaction notes

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