Potassium Carbonate → Methyl 4-(((2-amino-4-fluorophenyl)thio)methyl)benzoate

HRID 520965Notes

Reaction equation

HRID 520965 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[SH:9].Br[CH2:11][C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[NH2:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9][CH2:11][C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 256687Methyl 4-(bromomethyl)benzoateHCID 111054802-Amino-4-fluorobenzene-1-thiol

Product 1

HCID 43304285Methyl 4-(((2-amino-4-fluorophenyl)thio)methyl)benzoateYield 94%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following General Procedure A, the title compound (873 mg, 94%) was prepared from 2-amino-4-fluorobenzenethiol (456 mg, 3.19 mmol) and methyl 4-(bromomethyl)benzoate (731 mg, 3.19 mmol), K2CO3 (1.32 g, 9.58 mmol) in DMF (20 ml).

Sources & evidence

ORD record
ord-75bb00fcec954d9a917baad63f9bc95f
Source dataset
uspto-grants-2016_05
Patent number
US09328067B2

Reaction notes

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