3-Chloro-6-(tetrahydro-2H-pyran-4-ylmethoxy)pyridazine → {5-[6-(Tetrahydropyran-4-ylmethoxy)pyridazin-3-yl]-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl}-(2-trifluoromethylphenyl)methanone trifluoroacetate

HRID 1186786Notes

Reaction equation

HRID 1186786 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][CH:37]2[CH2:42][CH2:41][O:40][CH2:39][CH2:38]2)=[CH:33][CH:34]=1>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[O:40]1[CH2:41][CH2:42][CH: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)[CH2:38][CH2:39]1

Participants

3

Reactant 2

HCID 532566843-Chloro-6-(tetrahydro-2H-pyran-4-ylmethoxy)pyridazineHCID 86661599(3,4,5,6-Tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl)(2-trifluoromethylphenyl)methanone trifluoroacetate

Product 1

HCID 86661601{5-[6-(Tetrahydropyran-4-ylmethoxy)pyridazin-3-yl]-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl}-(2-trifluoromethylphenyl)methanone trifluoroacetate

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-(tetrahydropyran-4-ylmethoxy)pyridazine (288.6 mg, 1.26 mmol). Yield: 129 mg (17%), M+H+: 475.18.

Sources & evidence

ORD record
ord-b0ce27371b3943c1b22ece9895ef656c
Source dataset
uspto-grants-2014_03
Patent number
US08673917B2

Reaction notes

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