Ethyl 4-oxocyclohexanecarboxylate → 4-(3-{2-[1-Methyl-5-(2,2,2-trifluoro-1-hydroxy-ethyl)-1H-indazol-3-ylamino]-acetylamino}-azetidin-1-yl)-cyclohexanecarboxylic acid ethyl ester

HRID 2089193Notes

Reaction equation

HRID 2089193 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]([O:35][C:36]([CH:38]1[CH2:43][CH2:42][C:41](=O)[CH2:40][CH2:39]1)=[O:37])[CH3:34]>>[CH2:33]([O:35][C:36]([CH:38]1[CH2:43][CH2:42][CH:41]([N:8]2[CH2:11][CH:10]([NH:12][C:13](=[O:32])[CH2:14][NH:15][C:16]3[C:24]4[C:19](=[CH:20][CH:21]=[C:22]([CH:25]([OH:30])[C:26]([F:29])([F:28])[F:27])[CH:23]=4)[N:18]([CH3:31])[N:17]=3)[CH2:9]2)[CH2:40][CH2:39]1)=[O:37])[CH3:34]

Participants

3

Reactant 2

HCID 317638Ethyl 4-oxocyclohexanecarboxylateHCID 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 547553134-(3-{2-[1-Methyl-5-(2,2,2-trifluoro-1-hydroxy-ethyl)-1H-indazol-3-ylamino]-acetylamino}-azetidin-1-yl)-cyclohexanecarboxylic acid ethyl ester

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 the previous step) and 4-oxo-cyclohexanecarboxylic acid ethyl ester using the procedure described in Step E of Example 1.

Sources & evidence

ORD record
ord-648ef3a0fd9e45dfa8afc9ad2b6da827
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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