4-(Dihydroxyboranyl)-3-fluorobenzoic acid → HCID 66980029, compound
Reaction equation
Cl[C:2]1[C:11]([Cl:12])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1.B([C:18]1[CH:26]=[CH:25][C:21]([C:22]([OH:24])=[O:23])=[CH:20][C:19]=1[F:27])(O)O>>[Cl:12][C:11]1[C:2]([C:18]2[CH:26]=[CH:25][C:21]([C:22]([OH:24])=[O:23])=[CH:20][C:19]=2[F:27])=[N:3][C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([O:13][CH3:14])=[CH:6][CH:5]=2Participants
3
Procedure
Scheme 3: starting from 2,3-dichloro-6-methoxyquinoline (Intermediate 4) and 4-borono-3-fluorobenzoic acid. An aqueous/EtOAc workup was performed followed by purification by silica gel column (PE/EtOAc=1/1) to give the desired product.
Workup
- customAn aqueous/EtOAc workup was performed followed by purification by silica gel column (PE/EtOAc=1/1)
Sources & evidence
- ORD record
- ord-3554f2711fac4950a9bd54dbb0221436
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09012646B2
Reaction notes
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