4-(tert-Butyldimethylsilyloxy)cyclohexanone → 3-[({1-[4-(tert-Butyl-dimethyl-silanyloxy)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-amino]-5-trifluoromethyl-indazole-1-carboxylic acid tert-butylamide

HRID 2089220Notes

Reaction equation

HRID 2089220 reaction equation
OC(C(F)(F)F)=O.[C:8]([NH:12][C:13]([N:15]1[C:23]2[C:18](=[CH:19][C:20]([C:24]([F:27])([F:26])[F:25])=[CH:21][CH:22]=2)[C:17]([NH:28][CH2:29][C:30](=[O:36])[NH:31][CH:32]2[CH2:35][NH:34][CH2:33]2)=[N:16]1)=[O:14])([CH3:11])([CH3:10])[CH3:9].[C:37]([Si:41]([CH3:51])([CH3:50])[O:42][CH:43]1[CH2:48][CH2:47][C:46](=O)[CH2:45][CH2:44]1)([CH3:40])([CH3:39])[CH3:38]>>[C:8]([NH:12][C:13]([N:15]1[C:23]2[C:18](=[CH:19][C:20]([C:24]([F:26])([F:25])[F:27])=[CH:21][CH:22]=2)[C:17]([NH:28][CH2:29][C:30](=[O:36])[NH:31][CH:32]2[CH2:33][N:34]([CH:46]3[CH2:47][CH2:48][CH:43]([O:42][Si:41]([C:37]([CH3:40])([CH3:39])[CH3:38])([CH3:50])[CH3:51])[CH2:44][CH2:45]3)[CH2:35]2)=[N:16]1)=[O:14])([CH3:11])([CH3:9])[CH3:10]

Participants

3

Reactant 2

HCID 106094304-(tert-Butyldimethylsilyloxy)cyclohexanoneHCID 1317305553-[(azetidin-3-ylcarbamoylmethyl)-amino]-5-trifluoromethyl-indazole-1-carboxylic acid tert-butyl amide TFA salt

Product 1

HCID 674789553-[({1-[4-(tert-Butyl-dimethyl-silanyloxy)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-amino]-5-trifluoromethyl-indazole-1-carboxylic acid tert-butylamide

Procedure

The title compound was prepared as a white solid from reaction of 3-[(azetidin-3-ylcarbamoylmethyl)-amino]-5-trifluoromethyl-indazole-1-carboxylic acid tert-butyl amide TFA salt (as prepared in Example 81, Step D) and 4-(tert-butyl-dimethyl-silanyloxy)-cyclohexanone using the procedure described in Step E of Example 1.

Sources & evidence

ORD record
ord-9d152fa4fe31448aa35082eba20e928d
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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