N-(2-Hydroxyethyl)imidazole → 6-[4-[4-[2-(1H-imidazol-1-yl)ethoxy]phenyl]piperazin-1-yl]-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazine

HRID 1675149Notes

Reaction equation

HRID 1675149 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[N:7]2[N:8]=[C:9]([N:12]3[CH2:17][CH2:16][N:15]([C:18]4[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=4)[CH2:14][CH2:13]3)[CH:10]=[CH:11][C:6]2=[N:5][N:4]=1.O[CH2:28][CH2:29][N:30]1[CH:34]=[CH:33][N:32]=[CH:31]1>>[N:30]1([CH2:29][CH2:28][O:24][C:21]2[CH:22]=[CH:23][C:18]([N:15]3[CH2:14][CH2:13][N:12]([C:9]4[CH:10]=[CH:11][C:6]5[N:7]([C:3]([C:2]([F:1])([F:25])[F:26])=[N:4][N:5]=5)[N:8]=4)[CH2:17][CH2:16]3)=[CH:19][CH:20]=2)[CH:34]=[CH:33][N:32]=[CH:31]1

Participants

3

Reactant 2

HCID 74168N-(2-Hydroxyethyl)imidazoleHCID 300088374-[4-[3-(Trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperazin-1-yl]phenol

Product 1

HCID 591497826-[4-[4-[2-(1H-imidazol-1-yl)ethoxy]phenyl]piperazin-1-yl]-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazineYield 6%

Procedure

Obtained in 6% yield by an analogous method to Example 514, starting from 4-[4-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperazin-1-yl]phenol and 1-(2-hydroxyethyl)imidazole.

Workup

  1. customObtained in 6% yield by an analogous method to Example 514

Sources & evidence

ORD record
ord-08600f4b153845e2bde88bffff8dd899
Source dataset
uspto-grants-2011_08
Patent number
US08003649B2

Reaction notes

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