Ethanesulfonyl chloride → N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(isopropylsulfonylmethyl)benzamide

HRID 922917Notes

Reaction equation

HRID 922917 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:22])[C:10]2[CH:15]=[CH:14][C:13]([CH2:16][S:17]([CH2:20][CH3:21])(=[O:19])=[O:18])=[CH:12][CH:11]=2)=[CH:4][C:3]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=1.[CH3:29]C(S(Cl)(=O)=O)C.C(S(Cl)(=O)=O)C>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:22])[C:10]2[CH:15]=[CH:14][C:13]([CH2:16][S:17]([CH:20]([CH3:29])[CH3:21])(=[O:19])=[O:18])=[CH:12][CH:11]=2)=[CH:4][C:3]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=1

Participants

4

Reactant 3

HCID 11667Ethanesulfonyl chlorideHCID 824082-Propanesulfonyl chlorideHCID 58614777N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(ethylsulfonylmethyl)benzamide

Product 1

HCID 58614855N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(isopropylsulfonylmethyl)benzamide

Procedure

N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(isopropylsulfonylmethyl)benzamide was prepared using the same procedure as N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(ethylsulfonylmethyl)benzamide except propane-2-sulfonyl chloride was substituted for ethanesulfonyl chloride. The product was purified on reverse phase HPLC to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(isopropylsulfonylmethyl)benzamide. MS (Q1) 429 (M)+.

Workup

  1. customN-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(isopropylsulfonylmethyl)benzamide was prepared
  2. customThe product was purified on reverse phase HPLC

Sources & evidence

ORD record
ord-5524f8adde0e4a408b6ece10f97b7156
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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