Potassium Carbonate → 2-[2-(3-Fluoro-4-methylphenyl)thioethyl]-1-methylpyrrolidine

HRID 429343Notes

Reaction equation

HRID 429343 reaction equation
Cl[CH2:2][CH2:3][CH:4]1[CH2:8][CH2:7][CH2:6][N:5]1[CH3:9].[F:10][C:11]1[CH:12]=[C:13]([SH:19])[CH:14]=[CH:15][C:16]=1OC.[C:20](=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[F:10][C:11]1[CH:12]=[C:13]([S:19][CH2:2][CH2:3][CH:4]2[CH2:8][CH2:7][CH2:6][N:5]2[CH3:9])[CH:14]=[CH:15][C:16]=1[CH3:20]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2850932-(2-Chloroethyl)-1-methylpyrrolidineHCID 27590073-Fluoro-4-methoxythiophenol

Product 1

HCID 183554682-[2-(3-Fluoro-4-methylphenyl)thioethyl]-1-methylpyrrolidineYield 74.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-(2-Chloroethyl)-1-methylpyrrolidine (1.4 g, 9.48 mmole), 3-fluoro-4-methyoxythiophenol (1.5 g, 9.48 mmole), potassium carbonate (13.1 g, 94.8 mmole) and DMF (20 mL) were combined, yielding 1.90 g (7.03 mmole, 74%) of the desired compound.

Sources & evidence

ORD record
ord-83062447b23f41e7aa7b4e0f3cf0fb3a
Source dataset
uspto-grants-2001_11
Patent number
US06316490B1

Reaction notes

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