Methyl 3-bromo-4-methoxybenzoate → HCID 16768773, compound

HRID 1475756Notes

Reaction equation

HRID 1475756 reaction equation
C[O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6](Br)[CH:5]=1.[F:14][C:15]([F:26])([F:25])[C:16]1[CH:17]=[C:18](B(O)O)[CH:19]=[CH:20][CH:21]=1>>[CH3:11][O:10][C:7]1[C:6]([C:20]2[CH:19]=[CH:18][CH:17]=[C:16]([C:15]([F:26])([F:25])[F:14])[CH:21]=2)=[CH:5][C:4]([C:3]([OH:2])=[O:13])=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 611662Methyl 3-bromo-4-methoxybenzoateHCID 27343883-(Trifluoromethyl)phenylboronic acid

Product 1

HCID 16768773HCID 16768773, compound

Procedure

3-bromo-4-methoxybenzoic acid methyl ester was coupled to 3-trifluoromethyl-phenylboronic acid in analogy to step 3 of example 92, and the obtained ester intermediate was hydrolyzed in analogy to step 4 of example 1 to yield 6-methoxy-3′-trifluoromethyl-biphenyl-3-carboxylic acid. This intermediate was coupled to the compound of step 1 of example 361 in analogy to step 1 of example 3, and the obtained ester intermediate was hydrolyzed in analogy to step 4 of example 1 to yield the title compound.

Sources & evidence

ORD record
ord-f5c9407488ef4fb49753f50531184923
Source dataset
uspto-grants-2015_04
Patent number
US09018383B2

Reaction notes

Loading…