4-(((6-Chloropyridazin-3-yl)oxy)methyl)thiazole → {5-[6-(Thiazol-4-ylmethoxy)pyridazin-3-yl]-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl}-(2-trifluoromethylphenyl)methanone trifluoroacetate
Reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH2:8]1[C:12]2[CH2:13][NH:14][CH2:15][C:11]=2[CH2:10][N:9]1[C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[C:24]([F:27])([F:26])[F:25])=[O:17].Cl[C:29]1[N:30]=[N:31][C:32]([O:35][CH2:36][C:37]2[N:38]=[CH:39][S:40][CH:41]=2)=[CH:33][CH:34]=1>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[S:40]1[CH:41]=[C:37]([CH2:36][O:35][C:32]2[N:31]=[N:30][C:29]([N:14]3[CH2:13][C:12]4[CH2:8][N:9]([C:16]([C:18]5[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=5[C:24]([F:27])([F:25])[F:26])=[O:17])[CH2:10][C:11]=4[CH2:15]3)=[CH:34][CH:33]=2)[N:38]=[CH:39]1Participants
3
Reactant 2
Product 1
Procedure
(3,4,5,6-Tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl)(2-trifluoromethylphenyl)methanone trifluoroacetate (example 1b) (500 mg, 1.26 mmol) was reacted analogously to example 4b with 3-chloro-6-(thiazol-4-ylmethoxy)pyridazine (287.3 mg, 1.26 mmol). Yield: 36 mg (5%), M+H+: 474.26.
Sources & evidence
- ORD record
- ord-0d7ec2a37a734fa1a5c86e2e09daadbb
- Source dataset
- uspto-grants-2014_03
- Patent number
- US08673917B2
Reaction notes
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