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

HRID 520961Notes

Reaction equation

HRID 520961 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][CH:19]=[CH:18][C:13]=1[C:14]([O:16][CH3:17])=[O:15].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][CH:19]=[CH:18][C:13]=1[C:14]([O:16][CH3:17])=[O:15]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2734813Methyl 2-(bromomethyl)benzoateHCID 111054802-Amino-4-fluorobenzene-1-thiol

Product 1

HCID 82976415Methyl 2-(((2-amino-4-fluorophenyl)thio)methyl)benzoateYield 63.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following General Procedure A, the title compound (1.8 g, 60%) was prepared from 2-amino-4-fluorobenzenethiol (1.4 g, 9.79 mmol) and methyl 2-(bromomethyl)benzoate (2.2 g, 9.79 mmol), K2CO3 (4.0 g, 29.4 mmol) in DMF (50 ml).

Sources & evidence

ORD record
ord-d05f074db7f34daea9b89b3b37a6a73b
Source dataset
uspto-grants-2016_05
Patent number
US09328067B2

Reaction notes

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