4-Hydroxy-4-(1-methyl-1H-pyrazol-4-yl)cyclohexan-1-one → N-{1-[4-Hydroxy-4-(1-methyl-1H-pyrazol-4-yl)-cyclohexyl]-azetidin-3-yl}-2-(1-methyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetamide

HRID 2089159Notes

Reaction equation

HRID 2089159 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.[OH:31][C:32]1([C:39]2[CH:40]=[N:41][N:42]([CH3:44])[CH:43]=2)[CH2:37][CH2:36][C:35](=O)[CH2:34][CH2:33]1>>[OH:31][C:32]1([C:39]2[CH:40]=[N:41][N:42]([CH3:44])[CH:43]=2)[CH2:33][CH2:34][CH:35]([N:8]2[CH2:9][CH:10]([NH:12][C:13](=[O:30])[CH2:14][NH:15][C:16]3[C:24]4[C:19](=[CH:20][CH:21]=[C:22]([C:25]([F:27])([F:26])[F:28])[CH:23]=4)[N:18]([CH3:29])[N:17]=3)[CH2:11]2)[CH2:36][CH2:37]1

Participants

3

Reactant 2

HCID 659153304-Hydroxy-4-(1-methyl-1H-pyrazol-4-yl)cyclohexan-1-oneHCID 86660178N-Azetidin-3-yl-2-(1-methyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetamide TFA salt

Product 1

HCID 54754598N-{1-[4-Hydroxy-4-(1-methyl-1H-pyrazol-4-yl)-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-hydroxy-4-(1-methyl-1H-pyrazol-4-yl)-cyclohexanone using the procedure described in Step E of Example 1.

Sources & evidence

ORD record
ord-b8197fbfda3245c288e854384bf31d10
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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