Benzenesulfonyl chloride → HCID 59299465, compound

HRID 2235329Notes

Reaction equation

[NH2:1][C:2]1[CH:20]=[C:19]([Cl:21])[C:5]([CH2:6][CH:7]2[CH2:11][CH2:10][N:9]([CH:12]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)[C:8]2=[O:18])=[C:4]([Cl:22])[CH:3]=1.[C:23]1([S:29](Cl)(=[O:31])=[O:30])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[Cl:22][C:4]1[CH:3]=[C:2]([NH:1][S:29]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)(=[O:31])=[O:30])[CH:20]=[C:19]([Cl:21])[C:5]=1[CH2:6][CH:7]1[CH2:11][CH2:10][N:9]([CH:12]2[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]2)[C:8]1=[O:18]

Participants

Reactant 2

HCID 7369Benzenesulfonyl chloride

HCID 59299494HCID 59299494, compound

Product 1

HCID 59299465HCID 59299465, compoundYield 65.2%

Procedure

Using the procedure to synthesize Example 250 and using reagents 3-(4-amino-2,6-dichlorobenzyl)-1-cyclohexylpyrrolidin-2-one (250 mg, 0.73 mmol) and benzene sulfonyl chloride (0.19 mL, 1.5 mmol) affords 229 mg (65%) of the title compound. Mass spectrum (apci) m/z=481.1 (M+H).

Workup

customto synthesize Example 250

Sources & evidence

ORD record: ord-301cfccf1a72493dbffad235f7dd9ca8
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07713979B2

Reaction notes

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