Water → HCID 11214660, compound

HRID 1768047Notes

Reaction equation

HRID 1768047 reaction equation
[H-].[Na+].[N:3]1([CH2:8][CH2:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)[CH:7]=[CH:6][N:5]=[N:4]1.Cl[CH2:20][C:21]1[N:22]=[C:23]([CH:26]=[CH:27][C:28]2[CH:33]=[CH:32][C:31]([S:34]([F:39])([F:38])([F:37])([F:36])[F:35])=[CH:30][CH:29]=2)[O:24][CH:25]=1.O>CN(C=O)C>[F:37][S:34]([F:35])([F:36])([F:38])([F:39])[C:31]1[CH:32]=[CH:33][C:28](/[CH:27]=[CH:26]/[C:23]2[O:24][CH:25]=[C:21]([CH2:20][O:18][C:15]3[CH:14]=[CH:13][C:12]([CH2:11][CH2:10][CH2:9][CH2:8][N:3]4[CH:7]=[CH:6][N:5]=[N:4]4)=[CH:17][CH:16]=3)[N:22]=2)=[CH:29][CH:30]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 24758Sodium hydrideHCID 121094944-(4-[1,2,3]Triazol-1-yl-butyl)phenolHCID 865985174-Chloromethyl-2-[2-(4-pentafluorosulfanyl-phenyl)-vinyl]-oxazole

Product 1

HCID 11214660HCID 11214660, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

25.0 mg (1.00 mmol) 95% sodium hydride were given to a solution of 217 mg (1.00 mmol) 4-(4-[1,2,3]triazol-1-yl-butyl)-phenol in 3.0 ml DMF and stirred for 30 min. 346 mg (1.00 mmol) 4-chloromethyl-2-[2-(4-pentafluorosulfanyl-phenyl)-vinyl]-oxazole were added and stirring continued at r.t. for 24 h. After cautious addition of 10 ml water the mixture was diluted to 60 ml by further addition of water and stirred for 30 min. The resulting precipitate was washed with 3×10 ml water, 2×10 ml methanol/water, diethyl ether and dried to yield 440 mg (84%) of the title compound.

Workup

  1. stirringstirring
  2. waitcontinued at r.t. for 24 h
  3. stirringstirred for 30 min
  4. washThe resulting precipitate was washed with 3×10 ml water, 2×10 ml methanol/water, diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-b3a77f8bba7a46e1a477524c6862cf5f
Source dataset
uspto-grants-2007_06
Patent number
US07235574B2

Reaction notes

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