Cyclohexylamine → HCID 11677712, compound

HRID 229884Notes

Reaction equation

CO[C:3](=[O:10])[CH2:4][C:5](=O)[CH2:6][O:7][CH3:8].Br[CH2:12][C:13]([C:15]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:16]=1[Cl:25])=O.[CH2:26]([NH2:32])[C@@H:27]1[O:31][CH2:30][CH2:29][CH2:28]1.[CH:33]1([NH2:39])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1>>[CH:33]1([NH:39][C:3]([C:4]2[CH:12]=[C:13]([C:15]3[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:16]=3[Cl:25])[N:32]([CH2:26][C@H:27]3[CH2:28][CH2:29][CH2:30][O:31]3)[C:5]=2[CH2:6][O:7][CH3:8])=[O:10])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1

Participants

Reactant 4

HCID 7965Cyclohexylamine

HCID 123500Methyl 4-methoxyacetoacetate

HCID 2734124(R)-(-)-Tetrahydrofurfurylamine

HCID 27831832-Chloro-5-(trifluoromethyl)phenacyl bromide

Product 1

HCID 11677712HCID 11677712, compound

Procedure

The title compound was synthesized in analogy to example 7, using 4-methoxy-3-oxo-butanoic acid methyl ester as compound of formula R, 2-bromo-1-[2-chloro-5-(trifluoromethyl)phenyl]-ethanone as compound of formula S, (R)-tetrahydro-furfurylamine as R3—(CH2)m—NH2 and cyclohexylamine as R1R2NH, MS (ISP) 499.4 (M+H)+.

Sources & evidence

ORD record: ord-c492133aa869477f9b4eb374f6dfc0f0
Source dataset: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07563910B2

Reaction notes

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