Furan-3-boronic acid → Methyl 6-(3-chlorobenzenesulphonylmethyl)-3-(furan-3-yl)-2-hydroxybenzoate

HRID 2177717Notes

Reaction equation

HRID 2177717 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=C([Cl:49])C=2)(=O)=O)=CC=1)C(OC)=O.O1C=CC(B(O)O)=C1>>[Cl:49][C:3]1[CH:2]=[C:1]([S:7]([CH2:10][C:11]2[C:16]([C:17]([O:19][CH3:20])=[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]=1

Participants

4

Reactant 3

HCID 2734358Furan-3-boronic acidHCID 67107545Methyl 3-bromo-6-(3-chlorobenzenesulphonylmethyl)-2-hydroxybenzoate2×HCID 67107629Ethyl 6-benzenesulphonylmethyl-3-(furan-3-yl)-2-hydroxybenzoate

Product 1

HCID 67107642Methyl 6-(3-chlorobenzenesulphonylmethyl)-3-(furan-3-yl)-2-hydroxybenzoate

Procedure

Prepared by proceeding in a similar manner to Intermediate 36, starting from methyl 3-bromo-6-(3-chlorobenzenesulphonylmethyl)-2-hydroxy-benzoate (Intermediate 54) and furan-3-yl boronic acid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-0e7ecc9eafaf42a9810b8cb8cf97893d
Source dataset
uspto-grants-2015_06
Patent number
US09067905B2

Reaction notes

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