Water → HCID 72976951, compound

HRID 1768079Notes

Reaction equation

HRID 1768079 reaction equation
C(OC(=O)[N:7]([C:28]1[CH:33]=[CH:32][C:31]([CH2:34][CH2:35][CH2:36][CH2:37][N:38]2[CH:42]=[CH:41][N:40]=[N:39]2)=[CH:30][CH:29]=1)[CH2:8][C:9]1[N:10]=[C:11]([CH:14]=[CH:15][C:16]2[CH:21]=[CH:20][C:19]([S:22]([F:27])([F:26])([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)[O:12][CH:13]=1)(C)(C)C.O.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl.FC(F)(F)C(O)=O>[N:38]1([CH2:37][CH2:36][CH2:35][CH2:34][C:31]2[CH:30]=[CH:29][C:28]([NH:7][CH2:8][C:9]3[N:10]=[C:11]([CH:14]=[CH:15][C:16]4[CH:17]=[CH:18][C:19]([S:22]([F:27])([F:26])([F:23])([F:24])[F:25])=[CH:20][CH:21]=4)[O:12][CH:13]=3)=[CH:33][CH:32]=2)[CH:42]=[CH:41][N:40]=[N:39]1

Participants

6

Reactant 3

HCID 962WaterHCID 10340Sodium CarbonateHCID 86760500HCID 86760500, compound

Product 1

HCID 72976951HCID 72976951, compoundYield 27%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 450 mg (0.72 mmol) [4-(4-[1,2,3]triazol-1-yl-butyl)-phenyl]-{2-[2-(4-pentafluorosulfanyl-phenyl)-vinyl]-oxazol-4-ylmethyl}-carbamic acid tert-butyl ester in 4 ml dichloromethane and 4 ml trifluoroacetic acid was stirred at r.t. for 1 h. Water was added and the mixture neutralized with solid sodium carbonate. The organic phase was separated, washed with water, dried over sodium sulfate and evaporated. The residue was stirred with a little isopropanol, the crystallized material isolated by filtration, washed with ether and dried to give 100 mg (27%) of product.

Workup

  1. customThe organic phase was separated
  2. washwashed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customthe crystallized material isolated by filtration
  6. washwashed with ether
  7. customdried

Sources & evidence

ORD record
ord-593d3671571349cbb0985d658c8e7db5
Source dataset
uspto-grants-2007_06
Patent number
US07235574B2

Reaction notes

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