Cyclopropanesulfonamide → HCID 68000984, compound

HRID 1048540Notes

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)[N:12]([C@@H:21]([CH:24]3[CH2:26][CH2:25]3)[CH2:22]O)[C:11](=[O:27])[C@:10]([C:29]3([C:32]([O:34][CH3:35])=[O:33])[CH2:31][CH2:30]3)([CH3:28])[CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[CH:36]1([S:39]([NH2:42])(=[O:41])=[O:40])[CH2:38][CH2:37]1>>[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)[N:12]([C@@H:21]([CH:24]3[CH2:26][CH2:25]3)[CH2:22][NH:42][S:39]([CH:36]3[CH2:38][CH2:37]3)(=[O:41])=[O:40])[C:11](=[O:27])[C@:10]([C:29]3([C:32]([O:34][CH3:35])=[O:33])[CH2:31][CH2:30]3)([CH3:28])[CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 15765418Cyclopropanesulfonamide

HCID 67999753HCID 67999753, compound

Product 1

HCID 68000984HCID 68000984, compound

Procedure

The tile compound was prepared from methyl 143R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-cyclopropyl-2-hydroxyethyl)-3-methyl-2-oxopiperidin-3-yl)cyclopropanecarboxylate (35 mg, 0.068 mmol; Example 270, Step D) and cyclopropanesulfonamide (25 mg, 0.20 mmol) by a procedure similar to the one described in Example 202, Step C. Purification of the residue by chromatography on silica gel (4 g SiO2, 45% and 60% EtOAc/Hex) provided the title compound as a pale yellow.

Workup

customPurification of the residue by chromatography on silica gel (4 g SiO2, 45% and 60% EtOAc/Hex)

Sources & evidence

ORD record: ord-1665589732004f5684c543f110394117
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08569341B2

Reaction notes

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