1-Tert-butoxycarbonyl-4-(1-phenyl-1,2,3-triazol-4-yl)-1,2,3,6-tetrahydropyridine → 4-(1-Phenyl-1,2,3-triazol-4-yl)-1,2,3,6-tetrahydropyridine

HRID 2267170Notes

Reaction equation

HRID 2267170 reaction equation
[C:1]1([N:7]2[CH:11]=[C:10]([C:12]3[CH2:13][CH2:14][N:15](C(OC(C)(C)C)=O)[CH2:16][CH:17]=3)[N:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)=O>[C:1]1([N:7]2[CH:11]=[C:10]([C:12]3[CH2:13][CH2:14][NH:15][CH2:16][CH:17]=3)[N:9]=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 197052921-Tert-butoxycarbonyl-4-(1-phenyl-1,2,3-triazol-4-yl)-1,2,3,6-tetrahydropyridine

Product 1

HCID 197052864-(1-Phenyl-1,2,3-triazol-4-yl)-1,2,3,6-tetrahydropyridineYield 101%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

tert-Butyl 4-[1-phenyl-1H-[1,2,3]triazol-4-yl]-1,2,3,6-tetrahydropyridine-1-carboxylate (50 mg) was dissolved in 1 ml of formic acid followed by stirring at room temperature for 4 hours. After formic acid was evaporated in vacuo, the residue was dissolved in chloroform and washed with a saturate aqueous solution of sodium bicarbonate and then with a saturated saline solution. After the organic layer was dried over sodium sulfate, the solvent was evaporated in vacuo to give 35 mg of crude product of the title compound as an oily substance.

Workup

  1. customAfter formic acid was evaporated in vacuo
  2. dissolutionthe residue was dissolved in chloroform
  3. washwashed with a saturate aqueous solution of sodium bicarbonate
  4. dry with materialAfter the organic layer was dried over sodium sulfate
  5. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-fe38d56552884cd49a6c9c0982c6294c
Source dataset
uspto-grants-2010_12
Patent number
US07858800B2

Reaction notes

Loading…