6-Bromo-5-chloro-1,2,3,4-tetrahydro-1,8-naphthyridine → HCID 117667088, compound
Reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH:10]=[C:11]([C:15]3([OH:21])[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)[CH:12]=[N:13][CH:14]=2)O1.Br[C:24]1[C:25]([Cl:34])=[C:26]2[C:31](=[N:32][CH:33]=1)[NH:30][CH2:29][CH2:28][CH2:27]2>>[Cl:34][C:25]1[C:26]2[CH2:27][CH2:28][CH2:29][NH:30][C:31]=2[N:32]=[CH:33][C:24]=1[C:9]1[CH:10]=[C:11]([C:15]2([OH:21])[CH2:16][CH2:17][O:18][CH2:19][CH2:20]2)[CH:12]=[N:13][CH:14]=1Participants
3
Procedure
4-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-yl]-tetrahydro-pyran-4-ol is coupled with 6-bromo-5-chloro-1,2,3,4-tetrahydro-[1,8]naphthyridine to give 4-[5-(4-chloro-5,6,7,8-tetrahydro-[1,8]naphthyridin-3-yl)-pyridin-3-yl]-tetrahydro-pyran-4-ol using Suzuki Coupling Method VI.
Sources & evidence
- ORD record
- ord-21bbf13c3c9a44d68fe4a939d7955f6b
- Source dataset
- uspto-grants-2015_11