4-(3-Dimethylamino-phenyl)-4-hydroxy-cyclohexanone → N-{1-[4-(3-Dimethylamino-phenyl)-4-hydroxy-cyclohexyl]-azetidin-3-yl}-2-(1-methyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetamide

HRID 2089154Notes

Reaction equation

HRID 2089154 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.[CH3:31][N:32]([CH3:47])[C:33]1[CH:34]=[C:35]([C:39]2([OH:46])[CH2:44][CH2:43][C:42](=O)[CH2:41][CH2:40]2)[CH:36]=[CH:37][CH:38]=1>>[CH3:31][N:32]([CH3:47])[C:33]1[CH:34]=[C:35]([C:39]2([OH:46])[CH2:44][CH2:43][CH:42]([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)[CH2:41][CH2:40]2)[CH:36]=[CH:37][CH:38]=1

Participants

3

Reactant 2

HCID 595418974-(3-Dimethylamino-phenyl)-4-hydroxy-cyclohexanoneHCID 86660178N-Azetidin-3-yl-2-(1-methyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetamide TFA salt

Product 1

HCID 54765466N-{1-[4-(3-Dimethylamino-phenyl)-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-(3-dimethylamino-phenyl)-4-hydroxy-cyclohexanone using the procedure described in Step E of Example 1.

Sources & evidence

ORD record
ord-f48a3cdc96de40a48d952aa481b37b46
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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