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

HRID 2177761Notes

Reaction equation

HRID 2177761 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][CH:46]=[CH:45][C:44]=2[F:49])(=[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:44]1[CH:45]=[CH:46][CH:47]=[CH:48][C:43]=1[S:40]([CH2:39][C:36]1[C:31]([C:32]([O:34][CH3:35])=[O:33])=[C:30]([O:50][CH3:51])[C:29]([C:23]2[CH:27]=[CH:26][O:25][CH:24]=2)=[CH:38][CH:37]=1)(=[O:42])=[O:41]

Participants

4

Reactant 3

HCID 2734358Furan-3-boronic acidHCID 67106831Methyl 3-bromo-6-(2-fluorobenzenesulphonylmethyl)-2-methoxybenzoate2×HCID 67107629Ethyl 6-benzenesulphonylmethyl-3-(furan-3-yl)-2-hydroxybenzoate

Product 1

HCID 67107606Methyl 6-(2-fluorobenzenesulphonylmethyl)-3-(furan-3-yl)-2-methoxybenzoate

Procedure

Prepared by proceeding in a similar manner to Intermediate 36, starting from methyl 3-bromo-6-(2-fluorobenzenesulphonylmethyl)-2-methoxybenzoate (Intermediate 100) and furan-3-yl boronic acid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-cd1859ddf7aa4beb86a7ca2deec842ce
Source dataset
uspto-grants-2015_06
Patent number
US09067905B2

Reaction notes

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