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Chemical Structure| 7530-31-6 Chemical Structure| 7530-31-6

Structure of 7530-31-6

Chemical Structure| 7530-31-6

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Product Details of [ 7530-31-6 ]

CAS No. :7530-31-6
Formula : C9H10N2O
M.W : 162.19
SMILES Code : C=CC(NC1=CC=C(N)C=C1)=O
MDL No. :MFCD18294270
InChI Key :WNVPACYPJUPHON-UHFFFAOYSA-N
Pubchem ID :22496099

Safety of [ 7530-31-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P264-P270-P301+P312-P330-P501

Application In Synthesis of [ 7530-31-6 ]

* 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.

  • Upstream synthesis route of [ 7530-31-6 ]

[ 7530-31-6 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 7530-31-6 ]
  • [ 1374640-70-6 ]
YieldReaction ConditionsOperation in experiment
2.15 g With caesium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 12 h; Adding 2-[[4-(4-acetyl-1 -piperazinyl)-2-methoxy- phenyl]amino]-5-(trifluoromethyl)-pyrimidin-4-one (IV) (2.06 g, 5 mmol) and phosphorus oxychloride (7.5 mL) into a reaction flask, starting stirring, cooling to 0° C. or below, and dropwisely adding 3.5 mL of 2,6-dimethylpyridine. Slowly heating to 50-70° C., and stirring to react for 9 hours while maintaining the temperature. Reducing the pressure to recover the phosphorus oxychloride, cooling the residue to room temperature, and quenching the reaction with ice watet Extracting with dichloromethane for 3 times, combining organic phases, washing with water, drying with anhydrous sodium sulfate, reducing the pressure to recover the solvent, dissolving an obtained oily matter 2-[[4-(4- acetyl- 1 -piperazinyl)-2-methoxyphenyl]amino] -5-(trifluo- romethyl)-4-chloro-pyrimidine (V) with 25 mL of N,Ndimethylformamide, transferring into the reaction flask, and adding N-(3-aminophenyl)-2-acrylamide (1.0 g, 6 mmol) and a catalyst cesium carbonate (0.3 g). Stirring to react for 12 hours while maintaining the temperature at 90-110° C., and performing TLC detection until the reaction is finished. Filtering, concentrating under reduced pressure, adding ethyl acetate and water into the residue, and regulating pH to 5-6 with dilute acid. Separating out the organic phases, and extracting a water phase with ethyl acetate for 3 times. Combining the organic phases, washing the organic phases sequentially with pure water and brine, drying, performing reduced pressure distillation to recover the solvent, and washing with ethanol to obtain 2.15 g of an off-white solid rociletinib, wherein the yield is 77.5percent. Mass spec (El):El-MS mlz: 556 [M+H], ‘H NMR (DMSO-d5): ö 2.05 (s, 3H), 3.01 (m, 4H), 3.55 (m, 4H), 3.77 (m, 3H), 5.78 (d, 1H),6.25 (d, 2H), 6.44 (m, 1H), 6.61 (s, 1H), 7.17 (s, 1H), 7.28 (m, 1H), 7.52 (m, 2H), 7.76 (s, 1H), 8.08 (s, 1H), 8.28 (s, 1H), 8.63 (s, 1H), 10.21 (s, 1H).
References: [1] Patent: US2018/230133, 2018, A1, . Location in patent: Paragraph 0031.
  • 2
  • [ 7530-31-6 ]
  • [ 1374640-70-6 ]
References: [1] Patent: US2018/230133, 2018, A1, . Location in patent: Paragraph 0032.
 

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