4-(5-chloro-2-(chloromethyl)-1H-benzo[d]imidazol-1-yl)piperidin-2-one → 4-(5-Chloro-2-{[3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridin-1-yl]methyl}-1H-benzimidazol-1-yl)piperidin-2-one

HRID 1500865Notes

Reaction equation

HRID 1500865 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]([CH:11]3[CH2:16][CH2:15][NH:14][C:13](=[O:17])[CH2:12]3)[C:7]([CH2:9]Cl)=[N:8][C:4]=2[CH:3]=1.CSC1C2C(=CN=CC=2)NN=1.[CH3:31][S:32]([C:35]1[C:43]2[C:38](=[CH:39][N:40]=[CH:41][CH:42]=2)[NH:37][N:36]=1)(=[O:34])=[O:33]>>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]([CH:11]3[CH2:16][CH2:15][NH:14][C:13](=[O:17])[CH2:12]3)[C:7]([CH2:9][N:37]3[C:38]4=[CH:39][N:40]=[CH:41][CH:42]=[C:43]4[C:35]([S:32]([CH3:31])(=[O:33])=[O:34])=[N:36]3)=[N:8][C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 899241974-(5-chloro-2-(chloromethyl)-1H-benzo[d]imidazol-1-yl)piperidin-2-oneHCID 899242963-(methylthio)-1H-pyrazolo[3,4-c]pyridineHCID 178504858HCID 178504858, compound

Product 1

HCID 729503084-(5-Chloro-2-{[3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridin-1-yl]methyl}-1H-benzimidazol-1-yl)piperidin-2-one

Procedure

The title compound was prepared in analogy to Example 2-1 by using 4-(5-chloro-2-(chloromethyl)-1H-benzo[d]imidazol-1-yl)piperidin-2-one and 3-(methylthio)-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-12a6f0d65a494c7dbee27be74bf28ca0
Source dataset
uspto-grants-2015_12
Patent number
US09206191B2

Reaction notes

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