4-Methylpiperidine → HCID 178428274, compound

HRID 414457Notes

Reaction equation

HRID 414457 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]([NH:10][C:11]2[NH:15][N:14]=[N:13][N:12]=2)=[O:9])[CH:5]=[N:4][CH:3]=1.[CH3:16][CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>C1C=CC=CC=1>[CH3:16][CH:17]1[CH2:22][CH2:21][N:20]([C:2]2[N:7]=[C:6]([C:8]([NH:10][C:11]3[NH:15][N:14]=[N:13][N:12]=3)=[O:9])[CH:5]=[N:4][CH:3]=2)[CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 693814-MethylpiperidineHCID 178522716HCID 178522716, compound

Product 1

HCID 178428274HCID 178428274, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a suspension of 1.13 g of 6-chloro-N-(1H-5-tetrazolyl)pyrazine-2-carboxamide in 20 ml of benzene, 2.96 ml of 4-methylpiperidine was added, and the mixture was refluxed for 5 hours. The reaction mixture was evaporated, ethanol was added to the residue, and then the ethanol solution was adjusted with ethanolic hydrogen chloride to pH 3. The precipitate was collected by filtration, and recrystalized from a mixture of dimethylsulfoxide and methanol affording 1.02 g of the desired compound as yellow columns, m.p. 246.5°-248.5° C. (decomp.).

Workup

  1. additionwas added
  2. temperaturethe mixture was refluxed for 5 hours
  3. customThe reaction mixture was evaporated
  4. additionethanol was added to the residue
  5. filtrationThe precipitate was collected by filtration
  6. customrecrystalized from a mixture of dimethylsulfoxide and methanol affording 1.02 g of the desired compound as yellow columns, m.p. 246.5°-248.5° C. (decomp.)

Sources & evidence

ORD record
ord-bdcc884540eb401989a2b89a130c780c
Source dataset
uspto-grants-1988_12
Patent number
US04792547

Reaction notes

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