Cyclopentanamine, 1-methyl- → HCID 14988407, compound

HRID 2051498Notes

Reaction equation

HRID 2051498 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([NH2:19])[CH2:18][CH2:17][CH2:16][CH2:15]1>C(O)C>[CH3:13][C:14]1([NH:19][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])[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 520998Cyclopentanamine, 1-methyl-HCID 13090314(R)-2-(tetrazolo[1,5-a]pyrid 6-yl)oxirane

Product 1

HCID 14988407HCID 14988407, compoundYield 62.1%

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 (1-methylcyclopentyl)amine (229 mg, 2.31 mmol) in 10 ml of absolute ethanol was heated at reflux for 20 hours. The reaction mixture was concentrated to dryness and the residue (532 mg) purified by preparative Tlc on silica gel (90:10:1 methylene chloride:methanol: NH4OH) to afford 375 mg of product.

Workup

  1. temperatureat reflux for 20 hours
  2. concentrationThe reaction mixture was concentrated to dryness
  3. customthe residue (532 mg) purified by preparative Tlc on silica gel (90:10:1 methylene chloride:methanol: NH4OH)

Sources & evidence

ORD record
ord-1c4cd1a1b3214de4968c5040c52b5ab7
Source dataset
uspto-grants-1991_05
Patent number
US05019578

Reaction notes

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