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

HRID 2089209Notes

Reaction equation

HRID 2089209 reaction equation
OC(C(F)(F)F)=O.[NH:8]1[CH2:11][CH:10]([NH:12][C:13](=[O:32])[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][CH2:30][OH:31])[N:17]=2)[CH2:9]1.[OH:33][C:34]1([C:41]2[CH:42]=[N:43][C:44]([O:47][CH3:48])=[CH:45][CH:46]=2)[CH2:39][CH2:38][C:37](=O)[CH2:36][CH2:35]1>>[OH:31][CH2:30][CH2:29][N:18]1[C:19]2[C:24](=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=2)[C:16]([NH:15][CH2:14][C:13]([NH:12][CH:10]2[CH2:11][N:8]([CH:37]3[CH2:36][CH2:35][C:34]([OH:33])([C:41]4[CH:42]=[N:43][C:44]([O:47][CH3:48])=[CH:45][CH:46]=4)[CH2:39][CH2:38]3)[CH2:9]2)=[O:32])=[N:17]1

Participants

3

Reactant 2

HCID 529879954-Hydroxy-4-(6-methoxypyridin-3-YL)cyclohexanoneHCID 86660184HCID 86660184, compound

Product 1

HCID 547556792-[1-(2-Hydroxy-ethyl)-5-trifluoromethyl-1H-indazol-3-ylamino]-N-{1-[4-hydroxy-4-(6-methoxy-pyridin-3-yl)-cyclohexyl]-azetidin-3-yl}-acetamide

Procedure

The title compound was prepared as a white solid from reaction of N-azetidin-3-yl-2-[1-(2-hydroxy-ethyl)-5-trifluoromethyl-1H-indazol-3-ylamino]-acetamide TFA salt (as prepared in Example 74, Step A) 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-bd34dd02079143bf8b2feec12af4b223
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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