Acetic Acid → 2-(3-Carbamimidoylphenoxy)-N-(2'-methanesulfonylbiphenyl-4-yl)-2-phenylacetamide acetate

HRID 496794Notes

Reaction equation

HRID 496794 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:39])[CH:19]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([C:33]3[N:37]=C(C)O[N:34]=3)[CH:28]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:13][CH:12]=1)(=[O:4])=[O:3].O.[C:41]([OH:44])(=[O:43])[CH3:42]>CO>[C:41]([OH:44])(=[O:43])[CH3:42].[C:33]([C:29]1[CH:28]=[C:27]([CH:32]=[CH:31][CH:30]=1)[O:26][CH:19]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:18]([NH:17][C:14]1[CH:13]=[CH:12][C:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:2]([CH3:1])(=[O:4])=[O:3])=[CH:16][CH:15]=1)=[O:39])(=[NH:34])[NH2:37]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 69735012N-(2'-Methanesulfonylbiphenyl-4-yl)-2-[3-(5-methyl[1,2,4]oxadiazol-3-yl)phenoxy]2-phenylacetamide

Product 1

HCID 697350042-(3-Carbamimidoylphenoxy)-N-(2'-methanesulfonylbiphenyl-4-yl)-2-phenylacetamide acetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 150 mg (0.278 mmol) of N-(2′-methanesulfonylbiphenyl-4-yl)-2-[3-(5-methyl-[1,2,4]oxadiazol-3-yl)phenoxy]-2-phenylacetamide in 7 ml of methanol is treated with 100 mg of water-moist Raney nickel and 70 mg of acetic acid and hydrogenated for 18 hours at room temperature and normal pressure. The reaction mixture is filtered, the filtrate is evaporated and the residue is stirred with diethyl ether. A colourless solid is obtained; FAB 500

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated
  3. customA colourless solid is obtained

Sources & evidence

ORD record
ord-555507f6cf9b4da4a965adc6bf849618
Source dataset
uspto-grants-2005_09
Patent number
US06946489B2

Reaction notes

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