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

HRID 1675144Notes

Reaction equation

HRID 1675144 reaction equation
FC(F)C1N2N=C(N3CCNCC3)C=CC2=NN=1.[F:19][CH:20]([F:48])[C:21]1[CH:22]=[C:23]([CH:44]=[C:45]([F:47])[CH:46]=1)[CH2:24][N:25]1[CH2:30][CH2:29][N:28]([C:31]2[CH:32]=[CH:33][C:34]3[N:35]([C:37]([C:40](F)([F:42])[F:41])=[N:38][N:39]=3)[N:36]=2)[CH2:27][CH2:26]1>>[F:42][CH:40]([F:41])[C:37]1[N:35]2[N:36]=[C:31]([N:28]3[CH2:27][CH2:26][N:25]([CH2:24][C:23]4[CH:44]=[C:45]([F:47])[CH:46]=[C:21]([CH:20]([F:19])[F:48])[CH:22]=4)[CH2:30][CH2:29]3)[CH:32]=[CH:33][C:34]2=[N:39][N:38]=1

Participants

3

Reactant 2

HCID 591496866-[4-[3-(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 673393013-(Difluoromethyl)-6-[4-[3-(difluoromethyl)-5-fluorobenzyl]piperazin-1-yl][1,2,4]triazolo[4,3-b]pyridazineYield 66%

Procedure

Obtained in 66% 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 3-difluoromethyl-5-fluorobenzaldehyde (obtained as described in Example 783, preparation of starting materials).

Workup

  1. customObtained in 66% yield by General Synthetic Method 5

Sources & evidence

ORD record
ord-82002992965d4080a79bc4494067303c
Source dataset
uspto-grants-2011_08
Patent number
US08003649B2

Reaction notes

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