Methanesulfonyl chloride → HCID 86600788, compound

HRID 1987177Notes

Reaction equation

HRID 1987177 reaction equation
Cl.[CH2:2]([O:4][C:5]([C@@H:7]1[C@@H:11]([C:12](=[O:28])[NH:13][C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]3=[O:26])=[CH:16][C:15]=2[F:27])[CH2:10][NH:9][CH2:8]1)=[O:6])[CH3:3].C(N(CC)C(C)C)(C)C.[CH3:38][S:39](Cl)(=[O:41])=[O:40]>C(#N)C>[CH2:2]([O:4][C:5]([C@@H:7]1[C@@H:11]([C:12](=[O:28])[NH:13][C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]3=[O:26])=[CH:16][C:15]=2[F:27])[CH2:10][N:9]([S:39]([CH3:38])(=[O:41])=[O:40])[CH2:8]1)=[O:6])[CH3:3]

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 68646739HCID 68646739, compound

Product 1

HCID 86600788HCID 86600788, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

Compound 28c (3.1 g; 8 mmol) is suspended in acetonitrile (20 ml) under addition of N,N-diisopropyl ethyl amine (3.24 ml; 19 mmol). Methanesulfonylchloride (1.3 g; 11 mmol) is added and the mixture is stirred for 18 h at 25° C. The reaction mixture is evaporated to dryness and purified by silica gel chromatography. Yield: 3.5 g (102.5%), ESI-MS: m/z=450 [M−H]−

Workup

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

Sources & evidence

ORD record
ord-926b3b658dee4a5ba7463c4f749547d5
Source dataset
uspto-grants-2009_06
Patent number
US07550487B2

Reaction notes

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