تفاعل #713850

معادلة التفاعل

2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-ylamine

3-amino-6-chloropyridazine

Xantphos

cesium carbonate

→

title compound

المردود 13.0%

N-[2-(2,6-Dichlorophenyl)-2H-pyrazolo[4,3-c]pyridin-4-yl]-pyridazine-3,6-diamine

المردود 13.0%

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   أخرىwas degassed with argon
2. 2
   أخرىThe reaction mixture was partitioned between ethyl acetate and water
3. 3
   غسيلThe organic layer was washed with brine
4. 4
   تجفيفdried over anhydrous sodium sulfate
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىThe residue was purified by silica gel flash chromatography (4-7% methanol in DCM)

الإجراء التجريبي

A mixture of 2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-ylamine (100 mg, 0.36 mmol), 3-amino-6-chloropyridazine (57 mg, 0.44 mmol), Pd2(dba)3 (8 mg, 0.009 mmol), Xantphos (21 mg, 0.036 mmol) and cesium carbonate (234 mg, 0.72 mmol) in dioxane (2.5 mL) was degassed with argon then heated at 150° C. for 30 minutes in a microwave reactor. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (4-7% methanol in DCM) to afford the title compound as a beige solid (17 mg, 13% yield). 1H NMR (400 MHz, DMSO-d6): δ 9.45 (d, J=0.9 Hz, 1H), 7.95-7.89 (m, 2H), 7.86-7.84 (m, 2H), 7.76 (dd, J=9.1, 7.2 Hz, 1H), 7.62 (d, J=9.7 Hz, 1H), 7.57-7.53 (m, 1H). LCMS (Method B): RT=2.56 min, m/z: 372 [M+H+].

المصدر