1-(5-Methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride → (6-Chloro-4-((1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)carbamoyl)pyridin-2-yl)methyl acetate
Reaction equation
Cl.[CH3:2][C:3]1[CH:4]=[C:5]([CH:15]([NH2:17])[CH3:16])[CH:6]=[N:7][C:8]=1[O:9][CH2:10][C:11]([F:14])([F:13])[F:12].[C:18]([O:21][CH2:22][C:23]1[CH:24]=[C:25]([CH:29]=[C:30]([Cl:32])[N:31]=1)[C:26](O)=[O:27])(=[O:20])[CH3:19]>>[C:18]([O:21][CH2:22][C:23]1[CH:24]=[C:25]([C:26](=[O:27])[NH:17][CH:15]([C:5]2[CH:6]=[N:7][C:8]([O:9][CH2:10][C:11]([F:14])([F:12])[F:13])=[C:3]([CH3:2])[CH:4]=2)[CH3:16])[CH:29]=[C:30]([Cl:32])[N:31]=1)(=[O:20])[CH3:19]Participants
3
Procedure
The title compound is prepared in 21% yield (100 mg, a yellow solid) from 1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride (295 mg, 1.1 mmol, Amine-17, single enantiomer) and 2-(acetoxymethyl)-6-chloroisonicotinic acid (500 mg, 1.1 mmol, Step-1) by the similar manner in Step-1 of Example 8.
Sources & evidence
- ORD record
- ord-4c0b8e1d6e1846d58f070cb90bbfb26a
- Source dataset
- uspto-grants-2016_04
- Patent number
- US09302991B2
Reaction notes
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