Methanesulfonyl chloride → HCID 86600789, compound

HRID 1987181Notes

Reaction equation

HRID 1987181 reaction equation
Cl.[CH2:2]([O:4][C:5]([C@@H:7]1[C@@H:11]([C:12](=[O:21])[NH:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[CH2:10][NH:9][CH2:8]1)=[O:6])[CH3:3].C(N(CC)C(C)C)(C)C.[CH3:31][S:32](Cl)(=[O:34])=[O:33]>C(#N)C>[CH2:2]([O:4][C:5]([C@@H:7]1[C@@H:11]([C:12](=[O:21])[NH:13][C:14]2[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=2)[CH2:10][N:9]([S:32]([CH3:31])(=[O:34])=[O:33])[CH2:8]1)=[O:6])[CH3:3]

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 86600790HCID 86600790, compound

Product 1

HCID 86600789HCID 86600789, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

Compound 39c (1.44 g; 4.32 mmol) is dissolved in acetonitrile (10 ml) under addition of N,N-diisopropyl ethyl amine (2200 μl; 12.96 mmol). Methanesulfonylchloride (990 mg; 8.64 mmol) is added and the mixture is stirred for 18 h at 25° C. The reaction mixture is evaporated to dryness and purified with silica gel chromatography. Yield: 0.895 g (55.3%), ESI-MS: m/z=375 [M+H]+, Cl-pattern

Workup

  1. customThe reaction mixture is evaporated to dryness
  2. custompurified with silica gel chromatography

Sources & evidence

ORD record
ord-7868ef658b7d4949b38a5513cb210955
Source dataset
uspto-grants-2009_06
Patent number
US07550487B2

Reaction notes

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