Ethanesulfonamide → HCID 67999017, compound

HRID 932255Notes

Reaction equation

[CH2:1]([C@@:4]1([CH3:31])[CH2:9][C@H:8]([C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[C:12]([Cl:17])[CH:11]=2)[C@@H:7]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[N:6]([C@@H:25]([CH2:28][CH3:29])[CH2:26]O)[C:5]1=[O:30])[CH:2]=[CH2:3].[CH2:32]([S:34]([NH2:37])(=[O:36])=[O:35])[CH3:33]>>[CH2:1]([C@@:4]1([CH3:31])[CH2:9][C@H:8]([C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[C:12]([Cl:17])[CH:11]=2)[C@@H:7]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[N:6]([C@@H:25]([CH2:28][CH3:29])[CH2:26][NH:37][S:34]([CH2:32][CH3:33])(=[O:36])=[O:35])[C:5]1=[O:30])[CH:2]=[CH2:3]

Participants

Reactant 2

HCID 73702Ethanesulfonamide

HCID 58573912HCID 58573912, compound

Product 1

HCID 67999017HCID 67999017, compound

Procedure

(3S,5R,6S)-3-allyl-5-(3-chloro-5-fluorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxybutan-2-yl)-3-methylpiperidin-2-one (100 mg, 0.215 mmol; Example 393, Step B) and ethanesulfonamide (70.5 mg, 0.646 mmol) were coupled by the procedure as described in Example 202, Step C to form the title compound, isolated after silica gel chromatography (4 g column; eluent 0 to 50% EtOAC/hexanes) as an off-white solid.

Sources & evidence

ORD record: ord-9bdbf4bd05e447c3b65f7d1c66fca59d
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09296736B2

Reaction notes

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