6-Chloro-3-(trifluoromethyl)-(1,2,4)triazolo(4,3-b)pyridazine → HCID 67339770, compound

HRID 1674799Notes

Reaction equation

HRID 1674799 reaction equation
[C@H:1]12[N:8]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[C@H:5]([CH2:6][CH2:7]1)[CH2:4][NH:3][CH2:2]2.Cl[C:17]1[CH:18]=[CH:19][C:20]2[N:21]([C:23]([C:26]([F:29])([F:28])[F:27])=[N:24][N:25]=2)[N:22]=1>>[F:28][C:26]([F:27])([F:29])[C:23]1[N:21]2[N:22]=[C:17]([N:3]3[CH2:4][C@@H:5]4[N:8]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[C@@H:1]([CH2:7][CH2:6]4)[CH2:2]3)[CH:18]=[CH:19][C:20]2=[N:25][N:24]=1

Participants

3

Reactant 2

HCID 6136576-Chloro-3-(trifluoromethyl)-(1,2,4)triazolo(4,3-b)pyridazineHCID 12046220(1R,5S)-tert-Butyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate

Product 1

HCID 67339770HCID 67339770, compound

Procedure

A mixture of tert-butyl (1S,5R)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate 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 1% aqueous ammonia) and acetonitrile as eluents to give tert-butyl (1S,5R)-3-[3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]-3,8-diazabicyclo[3.2.1]octane-8-carboxylate.

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 1% aqueous ammonia) and acetonitrile as eluents

Sources & evidence

ORD record
ord-9a9a16762b4f4638a06aefeb99113475
Source dataset
uspto-grants-2011_08
Patent number
US08003649B2

Reaction notes

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