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-methyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetamide

HRID 2089157Notes

Reaction equation

HRID 2089157 reaction equation
OC(C(F)(F)F)=O.[NH:8]1[CH2:11][CH:10]([NH:12][C:13](=[O:30])[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]([CH3:29])[N:17]=2)[CH2:9]1.[CH2:31]([C:33]1[S:34][C:35]([C:38]2([OH:45])[CH2:43][CH2:42][C:41](=O)[CH2:40][CH2:39]2)=[CH:36][N:37]=1)[CH3:32]>>[CH2:31]([C:33]1[S:34][C:35]([C:38]2([OH:45])[CH2:39][CH2:40][CH:41]([N:8]3[CH2:9][CH:10]([NH:12][C:13](=[O:30])[CH2:14][NH:15][C:16]4[C:24]5[C:19](=[CH:20][CH:21]=[C:22]([C:25]([F:27])([F:26])[F:28])[CH:23]=5)[N:18]([CH3:29])[N:17]=4)[CH2:11]3)[CH2:42][CH2:43]2)=[CH:36][N:37]=1)[CH3:32]

Participants

3

Reactant 2

HCID 593615584-(2-Ethyl-thiazol-5-yl)-4-hydroxy-cyclohexanoneHCID 86660178N-Azetidin-3-yl-2-(1-methyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetamide TFA salt

Product 1

HCID 54756391N-{1-[4-(2-Ethyl-thiazol-5-yl)-4-hydroxy-cyclohexyl]-azetidin-3-yl}-2-(1-methyl-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-methyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetamide TFA salt (as prepared in Example 18, Step D) 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-cc65cb63330d4cfa95fa03b2f00b6651
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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