Phenylglyoxylic Acid → 2-Oxo-2-phenyl-N-(5,6,7,8-tetrahydro-naphthalen-2-yl)-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide
Reaction equation
[CH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[NH:11][CH2:12][CH2:13][C:14]1[CH:15]=[N:16][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:19]=1.[C:24]([C:32](O)=[O:33])(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[O:31]=[C:24]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:32]([N:11]([C:2]1[CH:3]=[CH:4][C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]=2[CH:1]=1)[CH2:12][CH2:13][C:14]1[CH:15]=[N:16][C:17]([C:20]([F:21])([F:22])[F:23])=[CH:18][CH:19]=1)=[O:33]Participants
3
Procedure
In analogy to example 7, step 1, (5,6,7,8-tetrahydro-naphthalen-2-yl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine (250 mg, 0.78 mmol, prepared as described in example 9, step 1) and benzoylformic acid (141 mg, 0.939 mmol) were coupled to provide the title compound (355 mg, 100%) as a yellow oil which was used without further purification in the next step.
Sources & evidence
- ORD record
- ord-5bc98ef01e63437391c7fd85ab1cb587
- Source dataset
- uspto-grants-2012_03
- Patent number
- US08133909B2
Reaction notes
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