4-Carboxyphenylboronic Acid → HCID 57387163, compound

HRID 1771466Notes

Reaction equation

HRID 1771466 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([F:12])=[C:7]([OH:13])[CH:6]=[CH:5]2.B([C:17]1[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=1)(O)O>>[F:12][C:8]1[C:7]([OH:13])=[CH:6][CH:5]=[C:4]2[C:9]=1[CH:10]=[CH:11][C:2]([C:17]1[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=1)=[CH:3]2

Participants

3

Reactant 2

HCID 3121834-Carboxyphenylboronic AcidHCID 112419406-Bromo-1-fluoronaphthalen-2-OL2×

Product 1

HCID 57387163HCID 57387163, compound

Procedure

Followed the coupling procedure described in Example 29 starting from 6-bromo-1-fluoronaphthalen-2-ol (Intermediate 13) and 4-boronobenzoic acid. 1H-NMR (DMSO-d6, 300 MHz, TMS): δ 13.04 (b, 1H), 10.23 (b, 1H), 8.29 (s, 1H), 7.91-8.01 (m, 7H), 7.74 (d, 1H). MS (ESI): m/z=281.26 [M−1]−.

Sources & evidence

ORD record
ord-8dd0a9f07fa64f6a863948c061d9cbad
Source dataset
uspto-grants-2016_02
Patent number
US09249132B2

Reaction notes

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