Chloride → HCID 22181505, compound

HRID 2217490Notes

Reaction equation

HRID 2217490 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[S:15]([CH3:18])(=[O:17])=[O:16])[CH:5]=[CH:6][C:7]=1[NH2:8].[C:19]([O-:22])(O)=O.[Na+].[Cl-].[C:25](OCC)(=O)[CH3:26]>>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[S:15]([CH3:18])(=[O:17])=[O:16])[CH:5]=[CH:6][C:7]=1[NH:8][C:19](=[O:22])[CH:25]=[CH2:26]

Participants

5

Reactant 4

HCID 312ChlorideHCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 185498003-Fluoro-2'-methanesulfonyl-biphenyl-4-ylamine

Product 1

HCID 22181505HCID 22181505, compoundYield 94%

Procedure

To 3-Fluoro-2′-methanesulfonyl-biphenyl-4-ylamine (8.510 g) in ethyl acetate (400 ml) was added sat. NaHCO3 (100 ml) and then acryolyl chloride (1.3 equiv.). Stirred at room temperature for 3 hours. Washed EtOAc extract with brine, dried over MgSO4 and evaporated in vacuo. Triturated with ether and then filtered to afford N-(3-fluoro-2′-methanesulfonyl-biphenyl-4-yl)-acrylamide (9.670 g, 94%).

Workup

  1. extractionWashed EtOAc extract with brine
  2. dry with materialdried over MgSO4
  3. customevaporated in vacuo
  4. customTriturated with ether
  5. filtrationfiltered

Sources & evidence

ORD record
ord-b2a2d572e3ac49f6bd35559da6557235
Source dataset
uspto-grants-2008_08
Patent number
US07407972B2

Reaction notes

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