Cyclopentylamine → HCID 14988405, compound

HRID 2051497Notes

Reaction equation

HRID 2051497 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([NH2:18])[CH2:17][CH2:16][CH2:15][CH2:14]1>C(O)C>[CH:13]1([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])[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 2906CyclopentylamineHCID 13090314(R)-2-(tetrazolo[1,5-a]pyrid 6-yl)oxirane

Product 1

HCID 14988405HCID 14988405, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 250 mg (1.54 mmol) of (R)-2-(tetrazolo[1,5-a]pyrid-6-yl)oxirane and 0.751 ml (7.61 mmol) of cyclopentyl amine in 0.6 ml of absolute ethanol was heated at 100° C. for 3 hours in a sealed reaction tube. The reaction mixture was concentrated to dryness and the residue (375 mg) purified by preparative Tlc on silica gel (90:10:2 ethyl acetate: methanol:triethylamine) to give 287 mg of pure product.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customthe residue (375 mg) purified by preparative Tlc on silica gel (90:10:2 ethyl acetate: methanol:triethylamine)

Sources & evidence

ORD record
ord-3a2becbf13124ea2b6e713221b01de74
Source dataset
uspto-grants-1991_05
Patent number
US05019578

Reaction notes

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