Furan-3-boronic acid → Methyl 6-(4-fluorobenzenesulphonylmethyl)-3-(furan-3-yl)-2-hydroxybenzoate

HRID 2177718Notes

Reaction equation

HRID 2177718 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([F:49])=CC=2)(=O)=O)=CC=1)C(OC)=O.O1C=CC(B(O)O)=C1>>[F:49][C:4]1[CH:5]=[CH:6][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:2][CH:3]=1

Participants

4

Reactant 3

HCID 2734358Furan-3-boronic acidHCID 67107629Ethyl 6-benzenesulphonylmethyl-3-(furan-3-yl)-2-hydroxybenzoateHCID 67107667Methyl 3-bromo-6-(4-fluorobenzenesulphonylmethyl)-2-hydroxybenzoate2×

Product 1

HCID 67108009Methyl 6-(4-fluorobenzenesulphonylmethyl)-3-(furan-3-yl)-2-hydroxybenzoate

Procedure

Prepared by proceeding in a similar manner to Intermediate 36, starting from methyl 3-bromo-6-(4-fluorobenzenesulphonylmethyl)-2-hydroxybenzoate (Intermediate 55) and furan-3-yl boronic acid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2075cde2bcdf4f86ad5ef15deb6b8028
Source dataset
uspto-grants-2015_06
Patent number
US09067905B2

Reaction notes

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