Furan-3-boronic acid → Methyl 3-(furan-3-yl)-2-hydroxy-6-(2-methoxybenzenesulphonylmethyl)-benzoate

HRID 2177719Notes

Reaction equation

HRID 2177719 reaction equation
[C:1]1([S:7]([CH2:10][C:11]2[C:16]([C:17]([O:19][CH2:20]C)=[O:18])=[C:15]([OH:22])[C:14]([C:23]3[CH:27]=[CH:26][O:25][CH:24]=3)=[CH:13][CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.BrC1C(O)=C(C(CS(C2C=CC=CC=2OC)(=O)=O)=CC=1)[C:32](OC)=[O:33].O1C=CC(B(O)O)=C1>>[O:25]1[CH:26]=[CH:27][C:23]([C:14]2[C:15]([OH:22])=[C:16]([C:11]([CH2:10][S:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=3[O:33][CH3:32])(=[O:8])=[O:9])=[CH:12][CH:13]=2)[C:17]([O:19][CH3:20])=[O:18])=[CH:24]1

Participants

4

Reactant 3

HCID 2734358Furan-3-boronic acidHCID 67107629Ethyl 6-benzenesulphonylmethyl-3-(furan-3-yl)-2-hydroxybenzoateHCID 67107743Methyl 3-bromo-2-hydroxy-6-(2-methoxybenzenesulphonylmethyl)benzoate2×

Product 1

HCID 67107611Methyl 3-(furan-3-yl)-2-hydroxy-6-(2-methoxybenzenesulphonylmethyl)-benzoate

Procedure

Prepared by proceeding in a similar manner to Intermediate 36, starting from methyl 3-bromo-2-hydroxy-6-(2-methoxybenzenesulphonylmethyl)benzoate (Intermediate 67) and furan-3-yl boronic acid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-18444aa7918c44b8b4bade5ed454a73f
Source dataset
uspto-grants-2015_06
Patent number
US09067905B2

Reaction notes

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