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CAS No. : | 42754-96-1 | MDL No. : | MFCD09835493 |
Formula : | C5H2Cl2N4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | CTYPROOLWJDUTA-UHFFFAOYSA-N |
M.W : | 189.00 | Pubchem ID : | 12066449 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60% | With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 125℃; for 3h;Sealed tube; Inert atmosphere; | Example 16.6-Chloro-N-(thiazol-2-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine A mixture of 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (53.6 mg, 0.284 mmol), <strong>[53332-78-8]2-(aminomethyl)thiazole dihydrochloride</strong> (75.4 mg, 0.403 mmol) and DIPEA (0.30 mL, 1.72 mmol) in 1,4-dioxane (1.2 mL) was heated in a sealed tube at 125 C for 3 h, then cooled to room temperature. The solvents were removed by rotary evaporation, and the crude residue was purified by chromatography on silica gel (gradient 0-10% MeOH in dichloromethane). The product isolated from chromatography was dissolved in acetonitrile/water, frozen and lyophilized, then dried under vacuum at 75 C for 16 h to afford the title compound (45.5 mg, 60%) as an off-white solid: ESI MS [M+H]+ m/z 267; 1H NMR (300 MHz, DMSO-d6) G 13.63 (br s, 1H), 9.52 (t, J = 5.9 Hz, 1H), 8.17 (s, 1H), 7.77 (d, J = 3.2 Hz, 1H), 7.66 (d, J = 3.3 Hz, 1H), 4.98 (d, J = 6.0 Hz, 2H). |
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