Potassium Carbonate → 5-Chloro-2-[2-(3,5-dimethyl-1H-pyrazol-4-yl)-ethylsulfanyl]-phenylamine

HRID 332164Notes

Reaction equation

HRID 332164 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[SH:9].Br[CH2:11][CH2:12][C:13]1[C:14]([CH3:19])=[N:15][NH:16][C:17]=1[CH3:18].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([S:9][CH2:11][CH2:12][C:13]2[C:14]([CH3:19])=[N:15][NH:16][C:17]=2[CH3:18])=[C:2]([NH2:1])[CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 120002-Amino-4-chlorobenzenethiolHCID 5728794-(2-Bromoethyl)-3,5-dimethyl-1H-pyrazole

Product 1

HCID 679743875-Chloro-2-[2-(3,5-dimethyl-1H-pyrazol-4-yl)-ethylsulfanyl]-phenylamineYield 74.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following General Procedure A, the title compound (517 mg, 74%) was prepared from 2-Amino-4-chloro-benzenethiol (590 mg, 3.693 mmol) and 4-(2-bromo-ethyl)-3,5-dimethyl-1H-pyrazole (500 mg, 2.462 mmol), K2CO3 (1.7 g, 12.31 mmol) in DMF (20 ml).

Sources & evidence

ORD record
ord-aff9a86a777d43d0b8e4116ebee2c439
Source dataset
uspto-grants-2014_11
Patent number
US08877804B2

Reaction notes

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