4-Hydroxy-4-(6-methoxypyridin-3-YL)cyclohexanone → N-{1-[4-Hydroxy-4-(6-methoxy-pyridin-3-yl)-cyclohexyl]-azetidin-3-yl}-2-[1-methyl-5-(1,2,2,2-tetrafluoro-1-methoxy-ethyl)-1H-indazol-3-ylamino]-acetamide

HRID 2089239Notes

Reaction equation

HRID 2089239 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:32])([O:30][CH3:31])[C:26]([F:29])([F:28])[F:27])[CH:23]=3)[N:18]([CH3:33])[N:17]=2)[CH2:9]1.[OH:35][C:36]1([C:43]2[CH:44]=[N:45][C:46]([O:49][CH3:50])=[CH:47][CH:48]=2)[CH2:41][CH2:40][C:39](=O)[CH2:38][CH2:37]1>>[OH:35][C:36]1([C:43]2[CH:44]=[N:45][C:46]([O:49][CH3:50])=[CH:47][CH:48]=2)[CH2:37][CH2:38][CH:39]([N:8]2[CH2:9][CH:10]([NH:12][C:13](=[O:34])[CH2:14][NH:15][C:16]3[C:24]4[C:19](=[CH:20][CH:21]=[C:22]([C:25]([F:32])([O:30][CH3:31])[C:26]([F:29])([F:27])[F:28])[CH:23]=4)[N:18]([CH3:33])[N:17]=3)[CH2:11]2)[CH2:40][CH2:41]1

Participants

3

Reactant 2

HCID 529879954-Hydroxy-4-(6-methoxypyridin-3-YL)cyclohexanoneHCID 86660186N-azetidin-3-yl-2-[1-methyl-5-(1,2,2,2-tetrafluoro-1-methoxy-ethyl)-1H-indazol-3-ylamino]-acetamide TFA salt

Product 1

HCID 67478901N-{1-[4-Hydroxy-4-(6-methoxy-pyridin-3-yl)-cyclohexyl]-azetidin-3-yl}-2-[1-methyl-5-(1,2,2,2-tetrafluoro-1-methoxy-ethyl)-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-(1,2,2,2-tetrafluoro-1-methoxy-ethyl)-1H-indazol-3-ylamino]-acetamide TFA salt and 4-hydroxy-4-(6-methoxy-pyridin-3-yl)-cyclohexanone using the procedure described in Step E of Example 1.

Sources & evidence

ORD record
ord-627e1fedb5f1497d9eb6dc2f761762af
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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