Cyclopropylamine → HCID 14988393, compound

HRID 2051491Notes

Reaction equation

HRID 2051491 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.[CH:13]1([NH2:16])[CH2:15][CH2:14]1>C(O)C>[CH:13]1([NH:16][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][CH2:14]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 13090314(R)-2-(tetrazolo[1,5-a]pyrid 6-yl)oxirane

Product 1

HCID 14988393HCID 14988393, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

A solution of 375 mg (2.31 mmol) of (R)-2-(tetrazolo[1,5-a]pyrid-6-yl)oxirane and 652 mg (11.4 mmol) of cyclopropyl amine in 0.9 ml of absolute ethanol in a sealed reaction tube was heated at 100° C. for 3 hours. The reaction mixture was concentrated to dryness to yield 452 mg of crude product. Chromatography on silica gel (90:10:1 methylene chloride:methanol:conc. ammonium hydroxide) afforded 356 mg of product, m.p. 137°-39°.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customto yield 452 mg of crude product

Sources & evidence

ORD record
ord-bdc57e7521f4459095768d1fadba198b
Source dataset
uspto-grants-1991_05
Patent number
US05019578

Reaction notes

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