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Chemical Structure| 267243-68-5 Chemical Structure| 267243-68-5

Structure of 267243-68-5

Chemical Structure| 267243-68-5

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Product Details of [ 267243-68-5 ]

CAS No. :267243-68-5
Formula : C21H23ClFN5O2
M.W : 431.89
SMILES Code : NC1=CC2=C(NC3=CC=C(F)C(Cl)=C3)N=CN=C2C=C1OCCCN4CCOCC4
MDL No. :MFCD12032145
InChI Key :HBUGOFLVIGUDIA-UHFFFAOYSA-N
Pubchem ID :10137640

Safety of [ 267243-68-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P280-P305+P351+P338-P310

Application In Synthesis of [ 267243-68-5 ]

* 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 [ 267243-68-5 ]

[ 267243-68-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 430-99-9 ]
  • [ 267243-68-5 ]
  • [ 1420403-40-2 ]
YieldReaction ConditionsOperation in experiment
50% To a solution of <strong>[430-99-9]2-fluoro-acrylic acid</strong> (2.0 eq.) in DCM (10 ml) were added 3 drops of DMF, under an ice bath, oxalyl chloride (1.8 eq.) was added dropwise and the mixture reacted under the ice bath for 30 mins, then the ice bath was removed, after the mixture was recovered to room temperature, reacted for 2 hours. A solution of N-(3-chloro-4-fluorophenyl)-7-(3-morpholinopropoxy)-quinazolin-4,6-diamine (1.0 eq.) that was obtained in previous step in DCM (20 ml) stirred at 0° C. for 5 mins, and was added into the acyl chloride solution, and then Et3N (4.0 eq.) was added, the mixture reacted for 30 mins under an ice bath, then the ice bath was removed, after the mixture was recovered to room temperature, stirred overnight. After the reaction finished, the mixture was concentrated to dryness under reduced pressure, and the crude product was purified by column chromatography (mobile phase 10:1 DCM/MeOH) to give a pale yellow solid of N-(4-((3-chloro-4-fluorophenyl)amino)-7-(3-morpholinopropoxy)quinazolin-6-yl)-2-fluoroacrylamide (50percent yield). [0326] 1H NMR (500 MHz, DMSO): delta 9.83 (s, 1H), 9.76 (d, J=1.5 Hz, 1H), 8.72 (s, 1H), 8.58 (s, 1H), 8.17 (dd, J=6.9, 2.6 Hz, 1H), 7.82 (m, 1H), 7.43 (t, J=9.1 Hz, 1H), 7.31 (s, 1H), 5.77 (dd, J=48.1, 3.7 Hz, 1H), 5.52 (dd, J=15.7, 3.7 Hz, 1H), 4.25 (t, J=6.0 Hz, 2H), 3.58 (t, J=4.4 Hz, 4H), 2.47 (t, J=7.1 Hz, 2H), 2.37 (s, 4H), 1.99-1.92 (m, 2H). HRMS (ESI): m/z calcd for (C24H24ClF2N5O3+H)+: 504.1614. found: 504.1625.
 

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