Methanesulfonyl chloride → HCID 11518917, compound

HRID 1593691Notes

Reaction equation

HRID 1593691 reaction equation
[CH3:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([NH:8][CH:9]2[C:14]([CH3:16])([CH3:15])[CH:13]3[CH2:17][C:10]2([CH3:18])[CH2:11][CH2:12]3)=[O:7])=[CH:4][C:3]=1[S:21]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)(=[O:23])=[O:22].[CH3:30][S:31](Cl)(=[O:33])=[O:32]>ClCCl>[CH3:30][S:31]([N:27]1[CH2:28][CH2:29][N:24]([S:21]([C:3]2[CH:4]=[C:5]([CH:19]=[CH:20][C:2]=2[CH3:1])[C:6]([NH:8][CH:9]2[C:14]([CH3:15])([CH3:16])[CH:13]3[CH2:17][C:10]2([CH3:18])[CH2:11][CH2:12]3)=[O:7])(=[O:23])=[O:22])[CH2:25][CH2:26]1)(=[O:33])=[O:32]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 11582509HCID 11582509, compound

Product 1

HCID 11518917HCID 11518917, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compounds 32 was prepared from 117 mg 29 by stirring in 5 mL dry dichloromethane adding 100 μl N,N-diisopropylethylamine and 20 μl methyl sulfonyl chloride overnight at room temperature. After aqueous work-up the product was isolated by preparative HPLC chromatography and 48 mg of an off white solid was obtained (44% yield). MS (M−1)=496.

Workup

  1. customat room temperature
  2. customAfter aqueous work-up the product was isolated by preparative HPLC chromatography and 48 mg of an off white solid
  3. customwas obtained (44% yield)

Sources & evidence

ORD record
ord-89e001c3c3ca4f2fb5b6d31e9a43f5b8
Source dataset
uspto-grants-2007_11
Patent number
US07297796B2

Reaction notes

Loading…