6-Chloro-3-(trifluoromethyl)-(1,2,4)triazolo(4,3-b)pyridazine → HCID 67340764, compound

HRID 1674792Notes

Reaction equation

HRID 1674792 reaction equation
[CH2:1]1[NH:6][CH2:5][CH2:4][N:3]2[CH2:7][CH:8]([CH2:11][NH:12][C:13]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[N:16]=[C:15]([CH3:23])[CH:14]=3)[CH2:9][CH2:10][C@H:2]12.Cl[C:25]1[CH:26]=[CH:27][C:28]2[N:29]([C:31]([C:34]([F:37])([F:36])[F:35])=[N:32][N:33]=2)[N:30]=1>>[F:36][C:34]([F:35])([F:37])[C:31]1[N:29]2[N:30]=[C:25]([N:6]3[CH2:5][CH2:4][N:3]4[CH2:7][CH:8]([CH2:11][NH:12][C:13]5[C:22]6[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=6)[N:16]=[C:15]([CH3:23])[CH:14]=5)[CH2:9][CH2:10][C@@H:2]4[CH2:1]3)[CH:26]=[CH:27][C:28]2=[N:33][N:32]=1

Participants

3

Reactant 2

HCID 6136576-Chloro-3-(trifluoromethyl)-(1,2,4)triazolo(4,3-b)pyridazineHCID 67341041HCID 67341041, compound

Product 1

HCID 67340764HCID 67340764, compound

Procedure

A mixture of N-[[(9aR)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,6-a]pyrazin-7-yl]methyl]-2-methylquinolin-4-amine and 6-chloro-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine was allowed to react by General Synthetic Method 3. The crude product was purified by hplc using a Waters XTerra C18 column (5μ silica, 19 mm diameter, 100 mm length) eluted with decreasingly polar mixtures of water (containing 0.1% aqueous ammonia) and acetonitrile as eluents to give N-[[(9aR)-2-[3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]-1,3,4,6,7,8,9,9a-octahydropyrido[1,6-a]pyrazin-7-yl]methyl]-2-methylquinolin-4-amine.

Workup

  1. customto react by General Synthetic Method 3
  2. customThe crude product was purified by hplc
  3. washeluted with decreasingly polar mixtures of water (containing 0.1% aqueous ammonia) and acetonitrile as eluents

Sources & evidence

ORD record
ord-51000fb9ebfa4fd88bfd8610e2cd881b
Source dataset
uspto-grants-2011_08
Patent number
US08003649B2

Reaction notes

Loading…