4-(5-Chloro-2-chloromethyl-benzoimidazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester → 1-{[5-Chloro-1-(piperidin-4-yl)-1H-benzimidazol-2-yl]methyl}-3-(methylsulfonyl)-1H-indazole

HRID 1500875Notes

Reaction equation

HRID 1500875 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3[CH:19]=[CH:20][C:21]([Cl:23])=[CH:22][C:17]=3[N:16]=[C:15]2[CH2:24]Cl)[CH2:10][CH2:9]1)=O)(C)(C)C.[CH3:26][S:27]([C:30]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[NH:32][N:31]=1)(=[O:29])=[O:28].CS(C1C2C(=CN=CC=2)NN=1)(=O)=O>>[Cl:23][C:21]1[CH:20]=[CH:19][C:18]2[N:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[C:15]([CH2:24][N:32]3[C:33]4[C:38](=[CH:37][CH:36]=[CH:35][CH:34]=4)[C:30]([S:27]([CH3:26])(=[O:28])=[O:29])=[N:31]3)=[N:16][C:17]=2[CH:22]=1

Participants

4

Reactant 3

HCID 1181143304-(5-Chloro-2-chloromethyl-benzoimidazol-1-yl)-piperidine-1-carboxylic acid tert-butyl esterHCID 1785048563-methanesulfonyl-1H-indazoleHCID 178504858HCID 178504858, compound

Product 1

HCID 729506421-{[5-Chloro-1-(piperidin-4-yl)-1H-benzimidazol-2-yl]methyl}-3-(methylsulfonyl)-1H-indazole

Procedure

The title compound was prepared in analogy to Example 2-13 by using 4-(5-chloro-2-chloromethyl-benzoimidazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester and 3-methanesulfonyl-1H-indazole instead of 3-(5-chloro-2-chloromethyl-benzoimidazol-1-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester and 3-methanesulfonyl-1H-pyrazolo[3,4-c]pyridine.

Sources & evidence

ORD record
ord-c46d7ac69aea4b4bb2c3ac7cfa8f9c7e
Source dataset
uspto-grants-2015_12
Patent number
US09206191B2

Reaction notes

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