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Chemical Structure| 42518-42-3 Chemical Structure| 42518-42-3

Structure of 42518-42-3

Chemical Structure| 42518-42-3

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Product Details of [ 42518-42-3 ]

CAS No. :42518-42-3
Formula : C8H6Cl2N2S
M.W : 233.12
SMILES Code : CC1=C(C)C2=C(Cl)N=C(Cl)N=C2S1
MDL No. :MFCD00807312
InChI Key :LDXCWOSUWRNYEW-UHFFFAOYSA-N
Pubchem ID :3645909

Safety of [ 42518-42-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H317-H319
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 42518-42-3 ]

* 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.

  • Downstream synthetic route of [ 42518-42-3 ]

[ 42518-42-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 52023-68-4 ]
  • [ 42518-42-3 ]
  • 2-chloro-5,6-dimethyl-N-(6-morpholinopyridin-3-yl)-thieno[2,3-d]pyrimidine-4-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% With calcium carbonate; In ethanol;Heating / reflux; To 240 mg (1.02 mmol) of 2 , 4-dichloro-5, 6-dimethyl- thieno [2, 3-d] -pyrimidine in 50 ml of ethyl alcohol were added 226.40 mg (1.26 mmol) of 6-morpholinopyridin-3- amine and 130.90 mg (1.23 mmol) of calcium carbonate, and then the mixture was stirred under reflux. After completion of the reaction, the reaction solvent, ethyl alcohol, was evaporated under reduced pressure, and the residue was crystallized from ethyl alcohol and filtered, yielding 440 mg (quantitative) of 2-chloro-5, 6-dimethyl- N- (6-morpholinopyridin-3-yl) -thenio [2, 3-d] pyrimidine -A- amine. 200 mg (0.50 mmol) of the obtained product was EPO <DP n="15"/>dissolved in 20 ml of 1-butanol in a sealed tube, and 220 mui (1.50 ramol) of triethylamine and 45.9 mg of piperazine were added thereto, and the mixture was stirred at 120 C . After completion of the reaction, the resulting solid was filtered and the filtrate was concentrated under reduced pressure and then crystallized from ethyl acetate, yielding 25 mg (12% yield) of 5,6- dimethyl-N- (beta-morpholinopyridin-3-yl) -2- (piperazin-1-yl) - thieno [2, 3-d] pyrimidine-4-amine. To 9 mg (0.02 mmol) of the obtained compound, 5, beta-dimethyl-2-piperazin-l-yl- thieno[2,3-d] pyrimidin-4-yl-4-morpholin-4-yl-phenylamine in 5 ml of dimethyl chloride were added 3.5 (jJL (0.02 mmol) of triethylamine and 4.1 mg (0.02 mmol) of picolinoyl chloride hydrochloride, and then the mixture was stirred at room temperature for 3 hours. After completion of the reaction, the reaction solvent, dimethyl chloride, was evaporated under reduced pressure and crystallized from ethyl acetate, thus obtaining 7 mg (35% yield) of the title product. 1H NMR (CDCl3) ppm : 9.05(s, IH), 8.85-8.95(d, IH), 8.27-8.35(m, IH), 7.79-8.01(m, IH), 7.60-7.79(m, IH), 7.25-7.30(m, IH), 6.87-beta.95(m, IH), 3.72-3.50(m, 8H), 3.22-3.45(m, 8H), 2.40(s, 3H), 2.27(s, 3H), 1.59-1.51 (m, 6H)
100% With calcium carbonate; In ethanol;Heating / reflux; EXAMPLE 4Preparation of 4-[5,6-dimethyl-4-(6-morpholinopyridin-3-ylamino)-thieno[2,3-d]pyrimidin-2-yl]-piperazin-1-yl-pyridin-2-yl-methanoneTo 240 mg (1.02 mmol) of 2,4-dichloro-5,6-dimethyl-thieno[2,3-d]-pyrimidine in 50 ml of ethyl alcohol were added 226.40 mg (1.26 mmol) of 6-morpholinopyridin-3-amine and 130.90 mg (1.23 mmol) of calcium carbonate, and then the mixture was stirred under reflux. After completion of the reaction, the reaction solvent, ethyl alcohol, was evaporated under reduced pressure, and the residue was crystallized from ethyl alcohol and filtered, yielding 440 mg (quantitative) of 2-chloro-5,6-dimethyl-N-(6-morpholinopyridin-3-yl)-thenio[2,3-d]pyrimidine-4-amine. 200 mg (0.50 mmol) of the obtained product was dissolved in 20 ml of 1-butanol in a sealed tube, and 220 mul (1.50 mmol) of triethylamine and 45.9 mg of piperazine were added thereto, and the mixture was stirred at 120 C. After completion of the reaction, the resulting solid was filtered and the filtrate was concentrated under reduced pressure and then crystallized from ethyl acetate, yielding 25 mg (12% yield) of 5,6-dimethyl-N-(6-morpholinopyridin-3-yl)-2-(piperazin-1-yl)thieno[2,3-d]pyrimidine-4-amine. To 9 mg (0.02 mmol) of the obtained compound, 5,6-dimethyl-2-piperazin-1-yl-thieno[2,3-d]pyrimidin-4-yl-4-morpholin-4-yl-phenylamine in 5 ml of dimethyl chloride were added 3.5 mul (0.02 mmol) of triethylamine and 4.1 mg (0.02 mmol) of picolinoyl chloride hydrochloride, and then the mixture was stirred at room temperature for 3 hours. After completion of the reaction, the reaction solvent, dimethyl chloride, was evaporated under reduced pressure and crystallized from ethyl acetate, thus obtaining 7 mg (35% yield) of the title product.
 

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