5,7-DICHLOROPYRAZOLO[1,5-A]PYRIMIDINE synthesis
- Product Name:5,7-DICHLOROPYRAZOLO[1,5-A]PYRIMIDINE
- CAS Number:57489-77-7
- Molecular formula:C6H3Cl2N3
- Molecular Weight:188.01
121-69-7
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![Pyrazolo[1,5-a]pyrimidine-5,7(4H,6H)-dione](/CAS/GIF/57489-70-0.gif)
57489-70-0
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57489-77-7
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Yield:57489-77-7 80%
Reaction Conditions:
with trichlorophosphate
Steps:
5.A 5,7-Dichloropyrazolo[1,5-a]pyrimidine (J2)
5,7-Dichloropyrazolo[1,5-a]pyrimidine (J2)
POCl3 (10 mL, 109 mmol) was added to a mixture of J1 (800 mg, 5.29 mmol) and dimethyl aniline (1.8 g, 14.82 mmol) in an ice-cooled round-bottom flask.
The reaction mixture was stirred at room temperature for 10 min and then heated to 60 °C for 3 h.
The excess POCl3 was removed in vacuo, and the resulting residue was poured onto ice water.
The aqueous solution was basified to pH=9 with solid NaHCO3.
The mixture was extracted with EtOAc (3x100 mL).
The combined organics were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo.
The resulting residue was purified by gradient elution on silica gel (20 to 80% EtOAc in heptane) to afford the title compound as a white solid (810 mg, 81%).
1H NMR (300 MHz, CDCl3): δ 8.22 (d, J = 3.0 Hz, 1H), 7.00 (s, 1H), 6.76 (d, J = 3.0 Hz, 1H) ppm; LRMS m/z (M+H) 188.1 found, 188.0 required.
References:
EP2621926,2017,B1
57489-70-0
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124-40-3
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57489-77-7
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$13.00/100mg
1820-80-0
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$5.00/5g
105-53-3
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$5.00/25g
57489-77-7
206 suppliers
$13.00/100mg