4-Carboxyphenylboronic Acid → HCID 178490628, compound

HRID 1710330Notes

Reaction equation

HRID 1710330 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:4]=1B(O)O.C(C1C=CC(B(O)O)=CC=1)(O)=O.Br[C:26]1[CH:27]=[C:28]([C:32]2[NH:36][N:35]=[N:34][N:33]=2)[CH:29]=[CH:30][CH:31]=1>>[Cl:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([C:30]2[CH:31]=[CH:26][CH:27]=[C:28]([C:32]3[NH:36][N:35]=[N:34][N:33]=3)[CH:29]=2)[CH:5]=1

Participants

4

Reactant 3

HCID 3121834-Carboxyphenylboronic AcidHCID 27357515-Chloro-2-methoxyphenylboronic acidHCID 178419385HCID 178419385, compound

Product 1

HCID 178490628HCID 178490628, compound

Procedure

Following the procedure of Example 1b), except substituting 2-methoxy-5-chlorophenylboronic acid; for 4-carboxyphenylboronic acid; and substituting 5-(3-bromophenyl)-1H-tetrazole for the compound of 1a), the title compound was prepared (1.36 g; 100%) as a white solid. 1H NMR (300 MHz, d6-DMSO) δ 8.16 (s, 1H), 8.05 (d, J=7.6 Hz, 1H), 7.7 (d, J=6.6 Hz, 1H), 7.67 (t, J=7.7 Hz, 1H), 7.48 (m, 2H), 7.2 (d, J=9.1 Hz, 1H), 3.8 (s, 3H), MS (ES) m/z 287 [M+H].

Sources & evidence

ORD record
ord-2643842220ca488f9925f651633bb507
Source dataset
uspto-grants-2010_09
Patent number
US07790704B2

Reaction notes

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