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-(2,2,2-trifluoro-1-hydroxy-ethyl)-1H-indazol-3-ylamino]-acetamide

HRID 2089195Notes

Reaction equation

HRID 2089195 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]([CH:25]([OH:30])[C:26]([F:29])([F:28])[F:27])[CH:23]=3)[N:18]([CH3:31])[N:17]=2)[CH2:9]1.[CH2:33]([C:35]1[S:36][C:37]([C:40]2([OH:47])[CH2:45][CH2:44][C:43](=O)[CH2:42][CH2:41]2)=[CH:38][N:39]=1)[CH3:34]>>[CH2:33]([C:35]1[S:36][C:37]([C:40]2([OH:47])[CH2:41][CH2:42][CH:43]([N:8]3[CH2:11][CH:10]([NH:12][C:13](=[O:32])[CH2:14][NH:15][C:16]4[C:24]5[C:19](=[CH:20][CH:21]=[C:22]([CH:25]([OH:30])[C:26]([F:29])([F:28])[F:27])[CH:23]=5)[N:18]([CH3:31])[N:17]=4)[CH2:9]3)[CH2:44][CH2:45]2)=[CH:38][N:39]=1)[CH3:34]

Participants

3

Reactant 2

HCID 593615584-(2-Ethyl-thiazol-5-yl)-4-hydroxy-cyclohexanoneHCID 86660179N-azetidin-3-yl-2-[1-methyl-5-(2,2,2-trifluoro-1-hydroxy-ethyl)-1H-indazol-3-ylamino]-acetamide TFA salt

Product 1

HCID 54755314N-{1-[4-(2-Ethyl-thiazol-5-yl)-4-hydroxy-cyclohexyl]-azetidin-3-yl}-2-[1-methyl-5-(2,2,2-trifluoro-1-hydroxy-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-(2,2,2-trifluoro-1-hydroxy-ethyl)-1H-indazol-3-ylamino]-acetamide TFA salt (as prepared in Example 60, Step B) 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-b085390531d64676b8b087dfe6a646d8
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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