Sodium hydride → HCID 19102805, compound

HRID 1198678Notes

Reaction equation

HRID 1198678 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[N:11]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[S:27](=[O:37])(=[O:36])[NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])=[CH:17][CH:16]=3)[C:10]([CH2:38][CH2:39][CH2:40][CH3:41])=[N:9]2)=[C:4]([C:42]([F:45])([F:44])[F:43])[CH:3]=1.[C:46](Cl)(=[O:49])[CH2:47][CH3:48].[H-].[Na+]>C1COCC1>[C:32]([O:31][C:29]([NH:28][S:27]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[C:18]1[CH:17]=[CH:16][C:15]([CH2:14][N:11]2[C:10]([CH2:38][CH2:39][CH2:40][CH3:41])=[N:9][N:8]([C:5]3[CH:6]=[CH:7][C:2]([NH:1][C:46](=[O:49])[CH2:47][CH3:48])=[CH:3][C:4]=3[C:42]([F:43])([F:44])[F:45])[C:12]2=[O:13])=[CH:20][CH:19]=1)(=[O:36])=[O:37])=[O:30])([CH3:34])([CH3:35])[CH3:33]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 62324Propionyl chlorideHCID 19102794HCID 19102794, compound

Product 1

HCID 19102805HCID 19102805, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This material is prepared from 2-[4-amino-2-(trifluoromethyl)phenyl]-4-[[2'-[N-(t-butoxycarbonyl)sulfamoyl]biphenyl-4-yl]methyl]-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one (from Example 22) and propionyl chloride in the presence of sodium hydride in THF. The crude product is flash chromatographed over silica gel to give the title compound.

Workup

  1. customchromatographed over silica gel

Sources & evidence

ORD record
ord-a99059f5ca06497f843f9accd40409a3
Source dataset
uspto-grants-1994_01
Patent number
US05281614

Reaction notes

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