تفاعل #816449

معادلة التفاعل

(4-piperazin-1-ylphenyl)amine

4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide

tert-Butyl[5-(bromomethyl)pyridin-2-yl]carbamate

potassium carbonate

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title compound

المردود 16.2%

tert-Butyl (5-{[4-[(4-morpholin-4-ylphenyl)amino]-1,1-dioxido-3-oxo-5-phenylisothiazol-2(3H)-yl]methyl}pyridin-2-yl)carbamate

المردود 16.2%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwere added
2. 2
   تركيزconcentrated
3. 3
   workup.DISSOLUTIONthe residue was dissolved in DCM
4. 4
   غسيلThe mixture was washed with water
5. 5
   تركيزconcentrated
6. 6
   أخرىthe residue was purified

الإجراء التجريبي

(4-piperazin-1-ylphenyl)amine (0.42 g, 2.3 mmol) was added to an ice cold solution of 4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (0.57 g, 2.3 mmol) in DMF (4 ml) and the mixture was stirred for 1 h. tert-Butyl[5-(bromomethyl)pyridin-2-yl]carbamate (0.67 g, 2.3 mmol) and anhydrous potassium carbonate (0.32 g, 2.3 mmol) were added. The reaction mixture was stirred over night, concentrated and the residue was dissolved in DCM. The mixture was washed with water and concentrated and the residue was purified using preparative HPLC to give the title compound (0.22 g, 16%). 1H NMR (400 MHz, d6-DMSO): δ 1.42 (s, 9H), 3.10-3.11 (m, 4H), 3.57-3.66 (m, 1H), 3.71-3.74 (m, 4H), 3.78-3.84 (m, 1H), 5.70 (s, 1H), 6.95-6.98 (m, 1H), 7.20-7.25 (m, 1H), 7.38-7.42 (m, 5H), 7.48-7.51 (m, 1H), 7.70-7.73 (m, 2H), 7.78 (s, 1H), 9.51 (s, 1H).

المصدر