4-Hydroxy-4-(thiazol-5-yl)cyclohexanone → 2-(1-Ethyl-5-trifluoromethyl-1H-indazol-3-ylamino)-N-[1-(4-hydroxy-4-thiazol-5-yl-cyclohexyl)-azetidin-3-yl]-acetamide

HRID 2089201Notes

Reaction equation

HRID 2089201 reaction equation
OC(C(F)(F)F)=O.[NH:8]1[CH2:11][CH:10]([NH:12][C:13](=[O:31])[CH2:14][NH:15][C:16]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([C:25]([F:28])([F:27])[F:26])[CH:23]=3)[N:18]([CH2:29][CH3:30])[N:17]=2)[CH2:9]1.[OH:32][C:33]1([C:40]2[S:44][CH:43]=[N:42][CH:41]=2)[CH2:38][CH2:37][C:36](=O)[CH2:35][CH2:34]1>>[CH2:29]([N:18]1[C:19]2[C:24](=[CH:23][C:22]([C:25]([F:27])([F:26])[F:28])=[CH:21][CH:20]=2)[C:16]([NH:15][CH2:14][C:13]([NH:12][CH:10]2[CH2:9][N:8]([CH:36]3[CH2:35][CH2:34][C:33]([OH:32])([C:40]4[S:44][CH:43]=[N:42][CH:41]=4)[CH2:38][CH2:37]3)[CH2:11]2)=[O:31])=[N:17]1)[CH3:30]

Participants

3

Reactant 2

HCID 590174394-Hydroxy-4-(thiazol-5-yl)cyclohexanoneHCID 86660181N-azetidin-3-yl-2-(1-ethyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetamide TFA salt

Product 1

HCID 547554342-(1-Ethyl-5-trifluoromethyl-1H-indazol-3-ylamino)-N-[1-(4-hydroxy-4-thiazol-5-yl-cyclohexyl)-azetidin-3-yl]-acetamide

Procedure

The title compound was prepared as a white solid from reaction of N-azetidin-3-yl-2-(1-ethyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetamide TFA salt (as prepared in the previous step) and 4-hydroxy-4-thiazol-5-yl-cyclohexanone using the procedure described in Step E of Example 1.

Sources & evidence

ORD record
ord-54860a6e787c4ec9adff34403f66ec02
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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