1-Methylcyclopropanamine → HCID 14988395, compound

HRID 2051492Notes

Reaction equation

HRID 2051492 reaction equation
[N:1]1[N:2]=[N:3][N:4]2[CH:9]=[C:8]([C@@H:10]3[CH2:12][O:11]3)[CH:7]=[CH:6][C:5]=12.[CH3:13][C:14]1([NH2:17])[CH2:16][CH2:15]1>C(O)C>[CH3:13][C:14]1([NH:17][CH2:12][C@@H:10]([C:8]2[CH:7]=[CH:6][C:5]3[N:4]([N:3]=[N:2][N:1]=3)[CH:9]=2)[OH:11])[CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 116511491-MethylcyclopropanamineHCID 13090314(R)-2-(tetrazolo[1,5-a]pyrid 6-yl)oxirane

Product 1

HCID 14988395HCID 14988395, compoundYield 62.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 375 mg (2.31 mmol) of (R)-2-(tetrazolo[1,5-a]pyrid 6-yl)oxirane and 950 mg of (1-methylcyclopropyl)amine in 1 ml of absolute ethanol was heated at 70° C. for 4 hours in a sealed reaction tube. The reaction mixture was concentrated under reduced pressure and the residue chromatographed on silica gel plates (95:5:1 methylene chloride: methanol:conc. ammonium hydroxide) to give 338 mg of product, m.p. 72°-73° C.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue chromatographed on silica gel plates (95:5:1 methylene chloride: methanol:conc. ammonium hydroxide)

Sources & evidence

ORD record
ord-caffacf25284429f84d0e6aa29db203c
Source dataset
uspto-grants-1991_05
Patent number
US05019578

Reaction notes

Loading…