Piperidine → Lamtidine

HRID 325712Notes

Reaction equation

HRID 325712 reaction equation
Br.[CH3:2][N:3]1[C:7]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19]Br)[CH:14]=2)=[N:6][C:5]([NH2:21])=[N:4]1.[NH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>C(O)C>[CH3:2][N:3]1[C:7]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][N:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)[CH:14]=2)=[N:6][C:5]([NH2:21])=[N:4]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 1317126881-Methyl-N5-[3-[3-(bromomethyl)phenoxy]propyl]-1H-1,2,4-triazole-3,5-diamine, hydrobromide

Product 1

HCID 71988LamtidineYield 89.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Methyl-N5 -[3-[3-(bromomethyl)phenoxy]propyl]-1H-1,2,4-triazole-3,5-diamine, hydrobromide (0.3 g) was dissolved in ethanol (5 ml) and treated with piperidine (0.3 g) at room temperature. The solvent was evaporated in vacuo and the residue triturated with ethyl acetate to afford the title compound as a white crystalline solid (0.22 g).

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue triturated with ethyl acetate

Sources & evidence

ORD record
ord-a7616d6e24b14b9b8b0c8804193df78d
Source dataset
uspto-grants-1984_04
Patent number
US04442110

Reaction notes

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