5-chloro-2-chloromethyl-1-(3,3-difluoro-cyclopentyl)-1H-benzoimidazole → 1-{[5-Chloro-1-(3,3-difluorocyclopentyl)-1H-benzimidazol-2-yl]methyl}-3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridine

HRID 1500871Notes

Reaction equation

HRID 1500871 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]([CH:11]3[CH2:15][CH2:14][C:13]([F:17])([F:16])[CH2:12]3)[C:7]([CH2:9]Cl)=[N:8][C:4]=2[CH:3]=1.[CH3:20][S:21]([C:24]1[C:32]2[C:27](=[CH:28][N:29]=[CH:30][CH:31]=2)[NH:26][N:25]=1)(=[O:23])=[O:22]>>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]([CH:11]3[CH2:15][CH2:14][C:13]([F:17])([F:16])[CH2:12]3)[C:7]([CH2:9][N:26]3[C:27]4=[CH:28][N:29]=[CH:30][CH:31]=[C:32]4[C:24]([S:21]([CH3:20])(=[O:22])=[O:23])=[N:25]3)=[N:8][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 899238595-chloro-2-chloromethyl-1-(3,3-difluoro-cyclopentyl)-1H-benzoimidazoleHCID 178504858HCID 178504858, compound2×

Product 1

HCID 729504751-{[5-Chloro-1-(3,3-difluorocyclopentyl)-1H-benzimidazol-2-yl]methyl}-3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridine

Procedure

The title compound was prepared according to the procedures described in Example 2-1 by using 5-chloro-2-chloromethyl-1-(3,3-difluoro-cyclopentyl)-1H-benzoimidazole and 3-methanesulfonyl-1H-pyrazolo[3,4-c]pyridine instead of 5-chloro-2-chloromethyl-1-((S)-1,1-dioxo-tetrahydro-1λ6-thiophen-3-yl)-1H-benzoimidazole and 3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridine.

Sources & evidence

ORD record
ord-360dabe9ff944472ad6565c11daa80c0
Source dataset
uspto-grants-2015_12
Patent number
US09206191B2

Reaction notes

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