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

HRID 2089207Notes

Reaction equation

HRID 2089207 reaction equation
OC(C(F)(F)F)=O.[NH:8]1[CH2:11][CH:10]([NH:12][C:13](=[O:34])[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][C:30]([F:33])([F:32])[F:31])[N:17]=2)[CH2:9]1.[CH2:35]([C:37]1[S:38][C:39]([C:42]2([OH:49])[CH2:47][CH2:46][C:45](=O)[CH2:44][CH2:43]2)=[CH:40][N:41]=1)[CH3:36]>>[CH2:35]([C:37]1[S:38][C:39]([C:42]2([OH:49])[CH2:43][CH2:44][CH:45]([N:8]3[CH2:11][CH:10]([NH:12][C:13](=[O:34])[CH2:14][NH:15][C:16]4[C:24]5[C:19](=[CH:20][CH:21]=[C:22]([C:25]([F:27])([F:28])[F:26])[CH:23]=5)[N:18]([CH2:29][C:30]([F:31])([F:32])[F:33])[N:17]=4)[CH2:9]3)[CH2:46][CH2:47]2)=[CH:40][N:41]=1)[CH3:36]

Participants

3

Reactant 2

HCID 593615584-(2-Ethyl-thiazol-5-yl)-4-hydroxy-cyclohexanoneHCID 86660182N-(azetidin-3-yl)-2-((1-(2,2,2-trifluoroethyl)-5-(trifluoromethyl)-1H-indazol-3-yl)amino)acetamide TFA salt

Product 1

HCID 54755677N-{1-[4-(2-Ethyl-thiazol-5-yl)-4-hydroxy-cyclohexyl]-azetidin-3-yl}-2-[1-(2,2,2-trifluoro-ethyl)-5-trifluoromethyl-1H-indazol-3-ylamino]-acetamide

Procedure

The title compound was prepared as a white solid from reaction of N-(azetidin-3-yl)-2-((1-(2,2,2-trifluoroethyl)-5-(trifluoromethyl)-1H-indazol-3-yl)amino)acetamide TFA salt (as prepared in Example 72, Step A) and 4-(2-ethyl-thiazol-5-yl)-4-hydroxy-cyclohexanone using the procedure described in Step E of Example 1.

Sources & evidence

ORD record
ord-53ccf7e5b0bc4a0cb5ef0f9685dd6f54
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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