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Chemical Structure| 42048-23-7 Chemical Structure| 42048-23-7

Structure of 42048-23-7

Chemical Structure| 42048-23-7

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Product Details of [ 42048-23-7 ]

CAS No. :42048-23-7
Formula : C11H10ClN3
M.W : 219.67
SMILES Code : NC1=CC=CN=C1NC2=CC=C(Cl)C=C2
MDL No. :MFCD11201904

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Application In Synthesis of [ 42048-23-7 ]

* 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 [ 42048-23-7 ]

[ 42048-23-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 42048-23-7 ]
  • [ 51293-47-1 ]
  • [ 1393177-58-6 ]
YieldReaction ConditionsOperation in experiment
{(S)-1-[3-(4-Chlorophenyl)-3H-imidazo[4,5-b]pyridin-2-yl]ethyl}carbamic acid tert-butyl ester A mixture of N2-(4-chlorophenyl)pyridine-2,3-diamine (64 mg, 0.291 mmol), (S)-2-tertbutoxycarbonylaminopropionic acid (61 mg, 0.32 mmol), HOAt (44 mg, 0.32 mmol), 4-methylmorpholine (70 muL, 0.641 mmol) and N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (61 mg, 0.32 mmol) in DCM (10 mL) was stirred at RT for 1 h then left standing at RT for 64 h. The reaction mixture was partitioned between DCM and a saturated aqueous solution of NaHCO3. The organic fraction was washed with brine, dried and concentrated in vacuo. The resulting {(S)-1-[2-(4-chlorophenylamino)pyridin-3-ylcarbamoyl]ethyl}carbamic acid tert-butyl ester, as a brown oil (136 mg), was dissolved in AcOH (5 mL) and heated at 70° C. for 4 h. After cooling to RT, the volatiles were removed under reduced pressure. The resulting residue was partitioned between EtOAc and a saturated aqueous solution of NaHCO3. The organic fraction was washed with water, followed by brine, dried (Na2SO4) and concentrated in vacuo. The resulting brown oil was purified by column chromatography (Si-PCC, gradient 0-5percent MeOH in DCM) to afford the title compound as an orange/brown oil (99 mg, 91percent over two steps). LCMS (Method C): RT 3.33 min [M+H]+ 373.2.
 

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