5-chloro-2-chloromethyl-1-(tetrahydro-furan-3-yl)-1H-benzoimidazole → 1-{[5-Chloro-1-(tetrahydrofuran-3-yl)-1H-benzimidazol-2-yl]methyl}-3-(methylsulfonyl)-1H-indazole

HRID 1500869Notes

Reaction equation

HRID 1500869 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]2[N:6]([CH:11]3[CH2:15][CH2:14][O:13][CH2:12]3)[C:7]([CH2:9]Cl)=[N:8][C:4]=2[CH:3]=1.[CH3:18][S:19]([C:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[NH:24][N:23]=1)(=[O:21])=[O:20].CS(C1C2C(=CN=CC=2)NN=1)(=O)=O>>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]2[N:6]([CH:11]3[CH2:15][CH2:14][O:13][CH2:12]3)[C:7]([CH2:9][N:24]3[C:25]4[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=4)[C:22]([S:19]([CH3:18])(=[O:20])=[O:21])=[N:23]3)=[N:8][C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 807142305-chloro-2-chloromethyl-1-(tetrahydro-furan-3-yl)-1H-benzoimidazoleHCID 1785048563-methanesulfonyl-1H-indazoleHCID 178504858HCID 178504858, compound

Product 1

HCID 729504721-{[5-Chloro-1-(tetrahydrofuran-3-yl)-1H-benzimidazol-2-yl]methyl}-3-(methylsulfonyl)-1H-indazole

Procedure

The title compound was prepared in analogy to Example 2-1 by using 5-chloro-2-chloromethyl-1-(tetrahydro-furan-3-yl)-1H-benzoimidazole and 3-methanesulfonyl-1H-indazole 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-d00e38e149f4424999c9e8053aea1e51
Source dataset
uspto-grants-2015_12
Patent number
US09206191B2

Reaction notes

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