3-Bromo-5-hydroxypyridine → 1,1-Dimethylethyl 3,4-dihydro-6-(5-hydroxy-3-pyridinyl)-1,8-naphthyridine-1(2H)-carboxylate
Reaction equation
[C:1]([O:5][C:6]([N:8]1[C:17]2[C:12](=[CH:13][C:14](B3OC(C)(C)C(C)(C)O3)=[CH:15][N:16]=2)[CH2:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[C:28]1[CH:29]=[C:30]([OH:34])[CH:31]=[N:32][CH:33]=1>>[C:1]([O:5][C:6]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([C:28]3[CH:33]=[N:32][CH:31]=[C:30]([OH:34])[CH:29]=3)=[CH:15][N:16]=2)[CH2:11][CH2:10][CH2:9]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]Participants
3
Procedure
6-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester is coupled with 5-bromo-pyridin-3-ol to give 6-(5-hydroxy-pyridin-3-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester using Suzuki Coupling Method VI.
Sources & evidence
- ORD record
- ord-0ace8d27e9534d3e82beba79b5ab0a78
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09181272B2
Reaction notes
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