N-(3-fluoro-4-methanesulfonylamino-5-methyl-benzyl)-3-(2-morpholin-4-yl-6-trifluoromethyl-pyridin-3-yl)-acrylamide → HCID 59598124, compound

HRID 2265942Notes

Reaction equation

HRID 2265942 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:27]=[C:28]([CH3:35])[C:29]=1[NH:30][S:31]([CH3:34])(=[O:33])=[O:32])[CH2:5][NH:6][C:7](=[O:26])[CH:8]=[CH:9][C:10]1[C:11]([N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[N:12][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:14][CH:15]=1>CO.[Pd]>[F:1][C:2]1[CH:3]=[C:4]([CH:27]=[C:28]([CH3:35])[C:29]=1[NH:30][S:31]([CH3:34])(=[O:32])=[O:33])[CH2:5][NH:6][C:7](=[O:26])[CH2:8][CH2:9][C:10]1[C:11]([N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[N:12][C:13]([C:16]([F:17])([F:18])[F:19])=[CH:14][CH:15]=1

Participants

4

Reactant 1

HCID 68784866N-(3-fluoro-4-methanesulfonylamino-5-methyl-benzyl)-3-(2-morpholin-4-yl-6-trifluoromethyl-pyridin-3-yl)-acrylamide

Product 1

HCID 59598124HCID 59598124, compoundYield 69%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of N-(3-fluoro-4-methanesulfonylamino-5-methyl-benzyl)-3-(2-morpholin-4-yl-6-trifluoromethyl-pyridin-3-yl)-acrylamide (32 mg, 0.069 mmol) and 10% Pd/C (3 mg) in MeOH was reacted under hydrogen of 40 psi pressure. The reaction mixture was filtered through celite and then concentrated under reduced pressure to give N-(3-fluoro-4-methanesulfonylamino-5-methyl-benzyl)-3-(2-morpholin-4-yl-6-trifluoromethyl-pyridin-3-yl)-propionamide (22 mg, 69%).

Workup

  1. customwas reacted under hydrogen of 40 psi pressure
  2. filtrationThe reaction mixture was filtered through celite
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e38ff2049cc3419b89b4ea7c1058bbe0
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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