Isopropyl chloroformate → HCID 58945837, compound

HRID 2267166Notes

Reaction equation

HRID 2267166 reaction equation
Cl.[F:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH:13]=[C:12]([C:14]2[CH2:15][CH2:16][NH:17][CH2:18][CH:19]=2)[N:11]=[N:10]1.Cl[C:21]([O:23][CH:24]([CH3:26])[CH3:25])=[O:22].[Cl-].[NH4+]>N1C=CC=CC=1>[F:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH:13]=[C:12]([C:14]2[CH2:15][CH2:16][N:17]([C:21]([O:23][CH:24]([CH3:26])[CH3:25])=[O:22])[CH2:18][CH:19]=2)[N:11]=[N:10]1

Participants

5

Reactant 3

HCID 7917Isopropyl chloroformateHCID 25517Ammonium ChlorideHCID 68428295HCID 68428295, compound

Product 1

HCID 58945837HCID 58945837, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-[1-(2-Fluorophenyl)-1H-[1,2,3]-triazol-4-yl]-1,2,3,6-tetrahydropyridine hydrochloride (22.7 mg) prepared in the above 1) was dissolved in 0.5 ml of pyridine and 0.06 ml of isopropyl chloroformate was added thereto followed by stirring for 1 hour. A saturated aqueous solution of ammonium chloride was added to the reaction solution and the product was extracted with ethyl acetate, dried over sodium sulfate and the solvent was evaporated in vacuo. The resulting residue was separated and purified by a thin-layer chromatography (ethyl acetate/hexane=1/1) to give 4.9 mg of the title compound as a white solid.

Workup

  1. extractionthe product was extracted with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. customthe solvent was evaporated in vacuo
  4. customThe resulting residue was separated
  5. custompurified by a thin-layer chromatography (ethyl acetate/hexane=1/1)

Sources & evidence

ORD record
ord-a20723e0ef3b47bc89117e7323d39d70
Source dataset
uspto-grants-2010_12
Patent number
US07858800B2

Reaction notes

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