Methanesulfonyl chloride → HCID 86711688, compound

HRID 536613Notes

Reaction equation

HRID 536613 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[O:20][CH3:21])=[CH:11][S:10][C:9]=2/[CH:22]=[CH:23]/[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:4][CH:3]=1.[CH3:29][S:30](Cl)(=[O:32])=[O:31]>C(Cl)Cl>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([C:12]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([NH:1][S:30]([CH3:29])(=[O:32])=[O:31])=[CH:7][CH:6]=3)=[C:9](/[CH:22]=[CH:23]/[C:24]([O:26][CH2:27][CH3:28])=[O:25])[S:10][CH:11]=2)=[C:14]([O:20][CH3:21])[CH:15]=1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 86711689HCID 86711689, compound

Product 1

HCID 86711688HCID 86711688, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of (E)-ethyl 3-(3-(4-aminophenyl)-4-(4-chloro-2-methoxyphenyl)thiophen-2-yl)acrylate (300 mg, 0.73 mmol) and TEA (75 mg, 0.73 mmol) in DCM (10 mL) was added MsCl (108 mg, 0.95 mmol), and the mixture was stirred at room temperature overnight. The reaction solution was washed with brine, dried over sodium sulfate, and concentrated under reduced pressure to give (E)-ethyl 3-(4-(4-chloro-2-methoxyphenyl)-3-(4-(methylsulfonamido) phenyl)thiophen-2-yl)acrylate, which was used in the next step without further purification.

Workup

  1. washThe reaction solution was washed with brine
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-78c7279385fc486a8596b6d96b1b15c0
Source dataset
uspto-grants-2014_10
Patent number
US08859611B2

Reaction notes

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