Bromomethylcyclopropane → (3S,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-3-((5-methylisoxazol-3-yl)methyl)piperidin-2-one

HRID 1048252Notes

Reaction equation

HRID 1048252 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:8]2[C@@H:13]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[NH:12][C:11](=[O:21])[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.Br[CH2:23][C:24]1[CH:28]=[C:27]([CH3:29])[O:26][N:25]=1.Br[CH2:31][CH:32]1[CH2:34][CH2:33]1>>[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:8]2[C@@H:13]([C:14]3[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=3)[N:12]([CH2:31][CH:32]3[CH2:34][CH2:33]3)[C:11](=[O:21])[C@H:10]([CH2:23][C:24]3[CH:28]=[C:27]([CH3:29])[O:26][N:25]=3)[CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 81503BromomethylcyclopropaneHCID 27763043-(Bromomethyl)-5-methylisoxazoleHCID 58573791(5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)piperidin-2-one

Product 1

HCID 56591174(3S,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-3-((5-methylisoxazol-3-yl)methyl)piperidin-2-one

Procedure

The title compound was prepared from (5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)piperidin-2-one (Example 1, Step E),3-(bromomethyl)-5-methylisoxazole, and (bromomethyl)cylopropane as described in Example 60.

Sources & evidence

ORD record
ord-28c6b417850a4f92a1972dd8467c1833
Source dataset
uspto-grants-2013_10
Patent number
US08569341B2

Reaction notes

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