4-(6-Ethoxy-pyridin-3-yl)-4-hydroxy-cyclohexanone → 3-[({1-[4-(6-Ethoxy-pyridin-3-yl)-4-hydroxy-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-amino]-5-trifluoromethyl-indazole-1-carboxylic acid tert-butylamide

HRID 2089218Notes

Reaction equation

HRID 2089218 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].[CH2:37]([O:39][C:40]1[N:45]=[CH:44][C:43]([C:46]2([OH:53])[CH2:51][CH2:50][C:49](=O)[CH2:48][CH2:47]2)=[CH:42][CH:41]=1)[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:49]3[CH2:50][CH2:51][C:46]([C:43]4[CH:44]=[N:45][C:40]([O:39][CH2:37][CH3:38])=[CH:41][CH:42]=4)([OH:53])[CH2:47][CH2:48]3)[CH2:35]2)=[N:16]1)=[O:14])([CH3:11])([CH3:9])[CH3:10]

Participants

3

Reactant 2

HCID 593615854-(6-Ethoxy-pyridin-3-yl)-4-hydroxy-cyclohexanoneHCID 1317305553-[(azetidin-3-ylcarbamoylmethyl)-amino]-5-trifluoromethyl-indazole-1-carboxylic acid tert-butyl amide TFA salt

Product 1

HCID 547558003-[({1-[4-(6-Ethoxy-pyridin-3-yl)-4-hydroxy-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-(6-ethoxy-pyridin-3-yl)-4-hydroxy-cyclohexanone using the procedure described in Step E of Example 1.

Sources & evidence

ORD record
ord-97f8e9b2055a4fa6b84b31165b6a2e31
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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