1-({5-chloro-1-[(3R)-1,1-dioxidotetrahydrothiophen-3-yl]-1H-benzimidazol-2-yl}methyl)-3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridine → 1-{[5-Chloro-1-(oxetan-3-ylmethyl)-1H-benzimidazol-2-yl]methyl}-3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridine

HRID 1500882Notes

Reaction equation

HRID 1500882 reaction equation
ClC1C=CC2N(C3C[O:13][CH2:12]3)C(CCl)=NC=2C=1.[Cl:17][C:18]1[CH:47]=[CH:46][C:21]2[N:22]([C@@H:39]3[CH2:43][CH2:42]S(=O)(=O)C3)[C:23]([CH2:25][N:26]3[C:30]4=[CH:31][N:32]=[CH:33][CH:34]=[C:29]4[C:28]([S:35]([CH3:38])(=[O:37])=[O:36])=[N:27]3)=[N:24][C:20]=2[CH:19]=1.CS(C1C2C(=CN=CC=2)NN=1)(=O)=O>>[Cl:17][C:18]1[CH:47]=[CH:46][C:21]2[N:22]([CH2:39][CH:43]3[CH2:12][O:13][CH2:42]3)[C:23]([CH2:25][N:26]3[C:30]4=[CH:31][N:32]=[CH:33][CH:34]=[C:29]4[C:28]([S:35]([CH3:38])(=[O:37])=[O:36])=[N:27]3)=[N:24][C:20]=2[CH:19]=1

Participants

4

Reactant 3

HCID 729490861-({5-chloro-1-[(3R)-1,1-dioxidotetrahydrothiophen-3-yl]-1H-benzimidazol-2-yl}methyl)-3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridineHCID 899244165-chloro-2-chloromethyl-1-oxetan-3-yl-1H-benzoimidazoleHCID 178504858HCID 178504858, compound

Product 1

HCID 729508131-{[5-Chloro-1-(oxetan-3-ylmethyl)-1H-benzimidazol-2-yl]methyl}-3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridine

Procedure

The title compound was prepared in analogy to Example 2-1 by using 5-chloro-2-chloromethyl-1-oxetan-3-yl-1H-benzoimidazole and 3-methanesulfonyl-1H-indazole (Example 2-1) 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-88865cb5ffce443a92ebb7eb0af1c1fc
Source dataset
uspto-grants-2015_12
Patent number
US09206191B2

Reaction notes

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