2-Bromoethanol → 3-(2-Hydroxy-ethylamino)-N-methyl-N-(4-o-tolyl-pyridin-3-yl)-5-trifluoromethyl-benzamide
Reaction equation
ClC1C=CC=CC=1C1C=CN=CC=1N(CCS(C)(=O)=O)[C:15](=[O:30])[C:16]1C=C(C(F)(F)F)C=C(C(F)(F)F)C=1.[NH2:37][C:38]1[CH:39]=[C:40]([CH:58]=[C:59]([C:61]([F:64])([F:63])[F:62])[CH:60]=1)[C:41]([N:43]([CH3:57])[C:44]1[CH:45]=[N:46][CH:47]=[CH:48][C:49]=1[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][C:51]=1[CH3:56])=[O:42].BrCCO>>[OH:30][CH2:15][CH2:16][NH:37][C:38]1[CH:39]=[C:40]([CH:58]=[C:59]([C:61]([F:64])([F:62])[F:63])[CH:60]=1)[C:41]([N:43]([CH3:57])[C:44]1[CH:45]=[N:46][CH:47]=[CH:48][C:49]=1[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][C:51]=1[CH3:56])=[O:42]Participants
4
Procedure
The title compound was prepared in analogy to example 85, intermediate c, from 3-amino-N-methyl-N-(4-o-tolylpyridin-3-yl)-5-(trifluoromethyl)benzamide (example 164) and 2-bromoethanol after a reaction time of 48 hours at 80° C. Light yellow oil (11%). MS (ESI): m/z=430.175 [M+H]+.
Sources & evidence
- ORD record
- ord-cacc4447893a42d98caa17111944e826
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987307B2
Reaction notes
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