6-Chloro-3-(trifluoromethyl)-(1,2,4)triazolo(4,3-b)pyridazine → HCID 67341608, compound

HRID 1674798Notes

Reaction equation

HRID 1674798 reaction equation
[CH2:1]1[CH:5]2[CH2:6][N:7]([C:9](=[O:13])[CH2:10][CH2:11][CH3:12])[CH2:8][CH:4]2[CH2:3][NH:2]1.Cl[C:15]1[CH:16]=[CH:17][C:18]2[N:19]([C:21]([C:24]([F:27])([F:26])[F:25])=[N:22][N:23]=2)[N:20]=1>>[F:26][C:24]([F:25])([F:27])[C:21]1[N:19]2[N:20]=[C:15]([N:2]3[CH2:3][CH:4]4[CH:5]([CH2:6][N:7]([C:9](=[O:13])[CH2:10][CH2:11][CH3:12])[CH2:8]4)[CH2:1]3)[CH:16]=[CH:17][C:18]2=[N:23][N:22]=1

Participants

3

Reactant 2

HCID 6136576-Chloro-3-(trifluoromethyl)-(1,2,4)triazolo(4,3-b)pyridazineHCID 44223051HCID 44223051, compound

Product 1

HCID 67341608HCID 67341608, compound

Procedure

A mixture of 1-(2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrol-5-yl)butan-1-one 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 XBridge Prep C18 OBD column (5μ silica, 19 mm diameter, 100 mm length) eluted with decreasingly polar mixtures of water (containing 0.2% aqueous ammonia) and acetonitrile as eluents to give 1-[2-[3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]butan-1-one.

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 0.2% aqueous ammonia) and acetonitrile as eluents

Sources & evidence

ORD record
ord-dd46765551494a0fb5c8f03fea93831e
Source dataset
uspto-grants-2011_08
Patent number
US08003649B2

Reaction notes

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