4-Chloro-3-fluorophenylboronic Acid → 5-(4-Chloro-3-fluorophenyl)-6-(2-methoxyethoxy)nicotinic acid

HRID 1025995Notes

Reaction equation

HRID 1025995 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:13]([OH:15])=[O:14])[CH:5]=[N:6][C:7]=1[O:8][CH2:9][CH2:10][O:11][CH3:12].[Cl:16][C:17]1[CH:22]=[CH:21][C:20](B(O)O)=[CH:19][C:18]=1[F:26]>>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:2]2[C:7]([O:8][CH2:9][CH2:10][O:11][CH3:12])=[N:6][CH:5]=[C:4]([CH:3]=2)[C:13]([OH:15])=[O:14])=[CH:19][C:18]=1[F:26]

Participants

3

Reactant 2

HCID 27786564-Chloro-3-fluorophenylboronic AcidHCID 211097055-Bromo-6-(2-methoxy-ethoxy)-nicotinic acid

Product 1

HCID 666787065-(4-Chloro-3-fluorophenyl)-6-(2-methoxyethoxy)nicotinic acid

Procedure

The title compound was synthesized in analogy to Example BQ using 5-bromo-6-(2-methoxyethoxy)-3-pyridinecarboxylic acid (CAN 912454-34-3) and B-(4-chloro-3-fluorophenyl)-boronic acid (CAN 137504-86-0) as starting materials; LC-MS (UV peak area/ESI) 100%, 324.0456 (M−H)−.

Sources & evidence

ORD record
ord-aaa93675c78945f59121b30c7ce208d0
Source dataset
uspto-grants-2014_05
Patent number
US08729105B2

Reaction notes

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