4-Carboxyphenylboronic Acid → HCID 56959064, compound

HRID 2280463Notes

Reaction equation

HRID 2280463 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7](B(O)O)=[CH:6][CH:5]=1)([OH:3])=[O:2].Cl[C:14]1[C:23]([C:24]([F:27])([F:26])[F:25])=[CH:22][C:21]2[C:16](=[CH:17][CH:18]=[C:19]([OH:28])[CH:20]=2)[N:15]=1>>[OH:28][C:19]1[CH:20]=[C:21]2[C:16](=[CH:17][CH:18]=1)[N:15]=[C:14]([C:7]1[CH:8]=[CH:9][C:4]([C:1]([OH:3])=[O:2])=[CH:5][CH:6]=1)[C:23]([C:24]([F:27])([F:25])[F:26])=[CH:22]2

Participants

3

Reactant 2

HCID 3121834-Carboxyphenylboronic AcidHCID 86689934HCID 86689934, compound2×

Product 1

HCID 56959064HCID 56959064, compound

Procedure

Followed Scheme 3: starting with 4-carboxyphenylboronic acid and 2-chloro-3-(trifluoromethyl)quinolin-6-ol (Intermediate 6). 1H NMR (DMSO, 400 MHz): δ 13.10 (brs, 1H), 10.45 (brs, 1H), 8.84 (s, 1H), 8.02 (d, J=8.4 Hz, 2H), 7.97 (d, J=8.8 Hz, 1H), 7.60 (d, J=8.0 Hz, 2H), 7.50 (dd, J=9.2, 2.8 Hz, 1H), 7.40 (d, J=2.8 Hz, 1H). MS (ESI): m/z 333.9 [M+H]+.

Sources & evidence

ORD record
ord-d7d68ac24eda4aa68fcef6d9d2f5e001
Source dataset
uspto-grants-2015_09
Patent number
US09139528B2

Reaction notes

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