Water → HCID 11296011, compound

HRID 750969Notes

Reaction equation

HRID 750969 reaction equation
[H-].[Na+].[N:3]1([CH2:8][CH2:9][S:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)(=[O:12])=[O:11])[CH:7]=[CH:6][N:5]=[N:4]1.Cl[CH2:22][C:23]1[N:24]=[C:25]([CH:28]=[CH:29][C:30]2[CH:35]=[CH:34][C:33]([S:36]([C:38]([F:41])([F:40])[F:39])=[O:37])=[CH:32][CH:31]=2)[O:26][CH:27]=1.O>CN(C=O)C>[F:41][C:38]([F:39])([F:40])[S:36]([C:33]1[CH:34]=[CH:35][C:30](/[CH:29]=[CH:28]/[C:25]2[O:26][CH:27]=[C:23]([CH2:22][O:20][C:17]3[CH:16]=[CH:15][C:14]([CH2:13][S:10]([CH2:9][CH2:8][N:3]4[CH:7]=[CH:6][N:5]=[N:4]4)(=[O:12])=[O:11])=[CH:19][CH:18]=3)[N:24]=2)=[CH:31][CH:32]=1)=[O:37]

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 23614540HCID 23614540, compoundHCID 692923894-Chloromethyl-2-[2-(4-trifluoromethylsulfinyl-phenyl)-vinyl]-oxazole

Product 1

HCID 11296011HCID 11296011, compoundYield 3.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

13.0 mg (0.50 mmol) 95% sodium hydride were given to a solution of 134 mg (0.50 mmol) 4-(2-[1,2,3]triazol-1-yl-ethanesulfonylmethyl)-phenol in 4.0 ml DMF and stirred for 15 min. 168 mg (0.50 mmol) 4-Chloromethyl-2-[2-(4-trifluoromethanesulfinyl-phenyl)-vinyl]-oxazole were added and stirring continued at r.t. overnight. After addition of 10 ml water the resulting precipitate was purified by chromatography on silica gel (eluent: dichloromethane/acetone 20:1) to give 11 mg product.

Workup

  1. stirringstirring
  2. waitcontinued at r.t. overnight
  3. customwas purified by chromatography on silica gel (eluent: dichloromethane/acetone 20:1)

Sources & evidence

ORD record
ord-c3f70c5f5006463e9abe546b5ec9dac7
Source dataset
uspto-grants-2008_07
Patent number
US07405231B2

Reaction notes

Loading…