4-Carboxyphenylboronic Acid → HCID 67974892, compound

HRID 1771462Notes

Reaction equation

FC(F)(F)S(O[C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:17][CH3:18])[CH:13]=2)[C:8]=1[Cl:19])(=O)=O.B([C:25]1[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=1)(O)O>>[Cl:19][C:8]1[C:9]2[C:14](=[CH:13][C:12]([O:17][CH3:18])=[CH:11][CH:10]=2)[CH:15]=[CH:16][C:7]=1[C:25]1[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=1

Participants

Reactant 2

HCID 3121834-Carboxyphenylboronic Acid

HCID 18428743HCID 18428743, compound2×

Product 1

HCID 67974892HCID 67974892, compound

Conditions

Temperature: 80 °C

Procedure

Followed the coupling procedure described for Example 3, starting from 1-chloro-6-methoxynaphthalen-2-yl trifluoromethanesulfonate (Intermediate 4, 1 equiv) and 4-boronobenzoic acid (1.2 equiv), where the mixture was stirred at 80° C. for 2 hours. The crude product was obtained after workup and was taken on without purification.

Sources & evidence

ORD record: ord-3281ec20a0c74304868685884da84165
Source dataset: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09249132B2

Reaction notes

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