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

HRID 2177779Notes

Reaction equation

HRID 2177779 reaction equation
C1(S(CC2C(C(OCC)=O)=C(O)C([C:23]3[CH:27]=[CH:26][O:25][CH:24]=3)=CC=2)(=O)=O)C=CC=CC=1.Br[C:29]1[C:30]([O:50][CH3:51])=[C:31]([C:36]([CH2:39][S:40]([C:43]2[CH:48]=[CH:47][C:46]([F:49])=[CH:45][CH:44]=2)(=[O:42])=[O:41])=[CH:37][CH:38]=1)[C:32]([O:34][CH3:35])=[O:33].O1C=CC(B(O)O)=C1>>[F:49][C:46]1[CH:47]=[CH:48][C:43]([S:40]([CH2:39][C:36]2[C:31]([C:32]([O:34][CH3:35])=[O:33])=[C:30]([O:50][CH3:51])[C:29]([C:23]3[CH:27]=[CH:26][O:25][CH:24]=3)=[CH:38][CH:37]=2)(=[O:42])=[O:41])=[CH:44][CH:45]=1

Participants

4

Reactant 3

HCID 2734358Furan-3-boronic acidHCID 67107629Ethyl 6-benzenesulphonylmethyl-3-(furan-3-yl)-2-hydroxybenzoateHCID 67107935Methyl 3-bromo-6-(4-fluorobenzenesulphonylmethyl)-2-methoxybenzoate2×

Product 1

HCID 67107585Methyl 6-(4-fluorobenzenesulphonylmethyl)-3-(furan-3-yl)-2-methoxybenzoate

Procedure

Prepared by proceeding in a manner similar to Intermediate 36, starting from methyl 3-bromo-6-(4-fluorobenzenesulphonylmethyl)-2-methoxybenzoate (Intermediate 117) and furan-3-yl boronic acid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-ecdbe5ba8e9d44d7b2f3deb183edb873
Source dataset
uspto-grants-2015_06
Patent number
US09067905B2

Reaction notes

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