(R)-2-(tetrazolo[1,5-a]pyrid 6-yl)oxirane → HCID 14988403, compound

HRID 2051496Notes

Reaction equation

HRID 2051496 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([CH3:19])[CH2:17][CH:16]([NH2:18])[CH2:15]1>C(O)C>[CH3:13][C:14]1([CH3:19])[CH2:17][CH:16]([NH:18][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])[CH2:15]1

Participants

4

Reactant 2

HCID 13090314(R)-2-(tetrazolo[1,5-a]pyrid 6-yl)oxiraneHCID 149884023,3-Dimethylcyclobutan-1-amine

Product 1

HCID 14988403HCID 14988403, compoundYield 104%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of (R)-2-(tetrazolo[1,5-a]pyrid-6-yl)oxirane (375 mg, 2.31 mmol) and (3,3-dimethylcyclobutyl)amine (1.14 g, 11.5 mmol) in 0.8 ml of absolute ethanol was heated at 70° C. in a sealed reaction vessel for 3 hours. The reaction mixture was concentrated and the residue was purified by preparative Tlc on silica gel (90:10:1 methylene chloride:methanol:NH4OH) to give 628 mg of product; Analysis: Calc'd. for C13H19N5O:

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by preparative Tlc on silica gel (90:10:1 methylene chloride:methanol:NH4OH)

Sources & evidence

ORD record
ord-a30a66a55a2d462ea55a860c7284b19c
Source dataset
uspto-grants-1991_05
Patent number
US05019578

Reaction notes

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