Piperidine → Lamtidine

HRID 35066Notes

Reaction equation

HRID 35066 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-3026301cb85c4bf49979e9d71d72d293
Source dataset
uspto-grants-1988_08
Patent number
US04764612

Reaction notes

Loading…