Ethyl 4-oxocyclohexanecarboxylate → 4-{3-[2-(5-Trifluoromethoxy-benzo[d]isoxazol-3-ylamino)-acetylamino]-azetidin-1-yl}-cyclohexanecarboxylic acid ethyl ester

HRID 2089146Notes

Reaction equation

HRID 2089146 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:20]3[CH:21]=[C:22]([O:25][C:26]([F:29])([F:28])[F:27])[CH:23]=[CH:24][C:19]=3[O:18][N:17]=2)[CH2:9]1.[CH2:31]([O:33][C:34]([CH:36]1[CH2:41][CH2:40][C:39](=O)[CH2:38][CH2:37]1)=[O:35])[CH3:32]>>[CH2:31]([O:33][C:34]([CH:36]1[CH2:41][CH2:40][CH:39]([N:8]2[CH2:9][CH:10]([NH:12][C:13](=[O:30])[CH2:14][NH:15][C:16]3[C:20]4[CH:21]=[C:22]([O:25][C:26]([F:28])([F:27])[F:29])[CH:23]=[CH:24][C:19]=4[O:18][N:17]=3)[CH2:11]2)[CH2:38][CH2:37]1)=[O:35])[CH3:32]

Participants

3

Reactant 2

HCID 317638Ethyl 4-oxocyclohexanecarboxylateHCID 86660177N-azetidin-3-yl-2-(5-trifluoromethoxy-benzo[d]isoxazol-3-ylamino)-acetamide TFA salt

Product 1

HCID 547562744-{3-[2-(5-Trifluoromethoxy-benzo[d]isoxazol-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-(5-trifluoromethoxy-benzo[d]isoxazol-3-ylamino)-acetamide TFA salt (as prepared in Example 1, Step D) and 4-oxo-cyclohexane carboxylic acid ethyl ester using the procedure described in Step E of Example 1.

Sources & evidence

ORD record
ord-a3c841bc747e41b5826c6283f4148239
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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