Isopropyl chloroformate → HCID 11709630, compound

HRID 2267159Notes

Reaction equation

HRID 2267159 reaction equation
Cl[C:2]([O:4][CH:5]([CH3:7])[CH3:6])=[O:3].Cl.[CH3:9][C:10]1[N:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:13]=[N:12][C:11]=1[C:21]1[CH2:22][CH2:23][NH:24][CH2:25][CH:26]=1.[Cl-].[NH4+]>N1C=CC=CC=1>[C:15]1([N:14]2[C:10]([CH3:9])=[C:11]([C:21]3[CH2:22][CH2:23][N:24]([C:2]([O:4][CH:5]([CH3:7])[CH3:6])=[O:3])[CH2:25][CH:26]=3)[N:12]=[N:13]2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 7917Isopropyl chloroformateHCID 25517Ammonium ChlorideHCID 68430404HCID 68430404, compound

Product 1

HCID 11709630HCID 11709630, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Pyridine (0.5 ml) and 0.01 ml of isopropyl chloroformate were added to 4-(5-methyl-1-phenyl-1H-[1,2,3]-triazol-4-yl]-1,2,3,6-tetrahydropyridine hydrochloride prepared in the above 1) and the mixture was stirred for one night. A saturated aqueous solution of ammonium chloride was added to the reaction solution, the mixture was extracted with ethyl acetate, the organic layer was 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=1/2) to give 3.5 mg of the title compound as a white solid.

Workup

  1. customprepared in the above 1) and the mixture
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialthe organic layer was dried over sodium sulfate
  4. customthe solvent was evaporated in vacuo
  5. customThe resulting residue was separated
  6. custompurified by a thin-layer chromatography (ethyl acetate/hexane=1/2)

Sources & evidence

ORD record
ord-33206446b4a14db2b34dbf96233662f6
Source dataset
uspto-grants-2010_12
Patent number
US07858800B2

Reaction notes

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