6-[4-[2-(Difluoromethyl)-5-fluorobenzyl]piperazin-1-yl]-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazine → 3-(Difluoromethyl)-6-[4-[2-(difluoromethyl)-5-fluorobenzyl]piperazin-1-yl][1,2,4]triazolo[4,3-b]pyridazine

HRID 1675142Notes

Reaction equation

HRID 1675142 reaction equation
FC(F)C1N2N=C(N3CCNCC3)C=CC2=NN=1.[F:19][CH:20]([F:48])[C:21]1[CH:46]=[CH:45][C:44]([F:47])=[CH:43][C:22]=1[CH2:23][N:24]1[CH2:29][CH2:28][N:27]([C:30]2[CH:31]=[CH:32][C:33]3[N:34]([C:36]([C:39](F)([F:41])[F:40])=[N:37][N:38]=3)[N:35]=2)[CH2:26][CH2:25]1>>[F:41][CH:39]([F:40])[C:36]1[N:34]2[N:35]=[C:30]([N:27]3[CH2:26][CH2:25][N:24]([CH2:23][C:22]4[CH:43]=[C:44]([F:47])[CH:45]=[CH:46][C:21]=4[CH:20]([F:19])[F:48])[CH2:29][CH2:28]3)[CH:31]=[CH:32][C:33]2=[N:38][N:37]=1

Participants

3

Reactant 2

HCID 441259266-[4-[2-(Difluoromethyl)-5-fluorobenzyl]piperazin-1-yl]-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazineHCID 673418813-(Difluoromethyl)-6-(piperazin-1-yl)-[1,2,4]triazolo[4,3-b]pyridazine

Product 1

HCID 673393733-(Difluoromethyl)-6-[4-[2-(difluoromethyl)-5-fluorobenzyl]piperazin-1-yl][1,2,4]triazolo[4,3-b]pyridazineYield 58%

Procedure

Obtained in 58% yield by General Synthetic Method 5, starting from 3-(difluoromethyl)-6-(piperazin-1-yl)-[1,2,4]triazolo[4,3-b]pyridazine (obtained as described in Examples 248-263, preparation of starting materials) and 2-difluoromethyl-5-fluorobenzaldehyde (obtained as described in Example 779, preparation of starting materials).

Workup

  1. customObtained in 58% yield by General Synthetic Method 5

Sources & evidence

ORD record
ord-64b825fdb0a249f59b4fddffbf1f765d
Source dataset
uspto-grants-2011_08
Patent number
US08003649B2

Reaction notes

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