Potassium Carbonate → Methyl 3-(((2-amino-4-fluorophenyl)thio)methyl)benzoate

HRID 520963Notes

Reaction equation

HRID 520963 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:13]=[C:14]([CH:19]=[CH:20][CH:21]=1)[C:15]([O:17][CH3:18])=[O:16].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:13]=[C:14]([CH:19]=[CH:20][CH:21]=1)[C:15]([O:17][CH3:18])=[O:16]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 517981Methyl 3-(bromomethyl)benzoateHCID 111054802-Amino-4-fluorobenzene-1-thiol

Product 1

HCID 43304147Methyl 3-(((2-amino-4-fluorophenyl)thio)methyl)benzoateYield 88.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following General Procedure A, the title compound (750 mg, 88%) was prepared from 2-amino-4-fluorobenzenethiol (417 mg, 2.92 mmol) and methyl 3-(bromomethyl)benzoate (666 mg, 2.92 mmol), K2CO3 (1.21 g, 8.75 mmol) in DMF (10 ml).

Sources & evidence

ORD record
ord-105a4215b047491ab3f2034a46eed82b
Source dataset
uspto-grants-2016_05
Patent number
US09328067B2

Reaction notes

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