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Chemical Structure| 40142-92-5 Chemical Structure| 40142-92-5

Structure of 40142-92-5

Chemical Structure| 40142-92-5

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Product Details of [ 40142-92-5 ]

CAS No. :40142-92-5
Formula : C10H5ClN2S
M.W : 220.68
SMILES Code : ClC1=C(C2=CC=CC=C2S3)C3=NC=N1
MDL No. :MFCD22690446

Safety of [ 40142-92-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 40142-92-5 ]

* 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 [ 40142-92-5 ]

[ 40142-92-5 ] Synthesis Path-Downstream   1~2

  • 2
  • [ 1228947-14-5 ]
  • [ 40142-92-5 ]
  • [ 1537184-66-9 ]
YieldReaction ConditionsOperation in experiment
29 mg Sodium hydride (70 mg, 1.75 mmol, 3.00 equiv, 60% dispersion in mineral oil) was treated with trans-4-(morpholin-4-yl)cyclohexan-l-ol (214 mg, 1.16 mmol, 2.00 equiv) in 20 mL of distilled THF at room temperature for 30 minutes. Then 4-chlorobenzo[4,5]thieno[2,3- d]pyrimidine (128 mg, 0.58 mmol, 1.00 equiv) was added to the mixture and the resulting solution was stirred for 5 h at room temperature. The reaction was then quenched by the addition of 5 mL of H20, extracted with 3 x 30 mL of dichloromethane. The organic layers were combined, washed with brine, dried over sodium sulfate and concentrated under vacuum. The crude product (100 mg) was purified by Prep-HPLC with the following conditions (Waters): Column, Xbridge Prep CI 8, 5um, 19* 50mm; mobile phase, water with 0.05%> NH4HCO3 and CH3CN (10% CH3CN up to 35% in 10 min, up to 95% in 1.5 min, down to 10% in 1.5 min); Flow rate: 20 mL/min; UV detection at 254/220 nm. This resulted in 29 mg of 4-((lr,4r)-4- (benzo[4,5]thieno[2,3-d]pyrimidin-4-yloxy)cyclohexyl)morpholine as a white solid. LC-MS: (ES, m/z) 370 (M+H+). 1H-NMR (300 MHz, CD3OD) delta 1.45-1.60 (2H, m), 1.66-1.80 (2H, m), 2.10 (2H, m), 2.41 (2H, m), 2.68 (4H, m), 3.78 (4H, m), 5.40 (1H, m), 7.52-7.56 (2H, m), 7.96 (1H, m), 8.40 (1H, m), 8.65 (1H, s).
 

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