Diisopropylethylamine → 6-(Tetrahydro-furan-2-ylmethoxy)-5-trifluoromethyl-pyridine-2-carboxylic acid tert-butyl-methyl-amide
Reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[CH2:6][O:7][C:8]1[N:13]=[C:12]([C:14]([OH:16])=O)[CH:11]=[CH:10][C:9]=1[C:17]([F:20])([F:19])[F:18].[CH3:21][NH:22][C:23]([CH3:26])([CH3:25])[CH3:24].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>>[C:23]([N:22]([CH3:21])[C:14]([C:12]1[CH:11]=[CH:10][C:9]([C:17]([F:20])([F:19])[F:18])=[C:8]([O:7][CH2:6][CH:2]2[CH2:3][CH2:4][CH2:5][O:1]2)[N:13]=1)=[O:16])([CH3:26])([CH3:25])[CH3:24]Participants
5
Reactant 4
Product 1
Procedure
In analogy to the procedure described in Example 47 b), 6-((tetrahydrofuran-2-yl)methoxy)-5-(trifluoromethyl)picolinic acid was reacted with N,2-dimethylpropan-2-amine (CAN 94896-77-2) in the presence of TBTU and DIEA to give the title compound as colorless oil; MS (EI): m/e=361.5 [MH+].
Sources & evidence
- ORD record
- ord-a4fac7bba2c740a2b1fb89c41dcae9e5
- Source dataset
- uspto-grants-2016_04
- Patent number
- US09303012B2
Reaction notes
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