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Chemical Structure| 1003309-09-8 Chemical Structure| 1003309-09-8

Structure of 1003309-09-8

Chemical Structure| 1003309-09-8

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Product Details of [ 1003309-09-8 ]

CAS No. :1003309-09-8
Formula : C16H22BNO3
M.W : 287.16
SMILES Code : O=C1N(C2=CC=C(B3OC(C)(C)C(C)(C)O3)C=C2)CCC1
MDL No. :MFCD22415356
InChI Key :YYSWCEFASKJARU-UHFFFAOYSA-N
Pubchem ID :24774209

Safety of [ 1003309-09-8 ]

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

Application In Synthesis of [ 1003309-09-8 ]

* 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 [ 1003309-09-8 ]

[ 1003309-09-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1003309-09-8 ]
  • [ 442127-50-6 ]
  • 1-(4-(2-amino-6-chloropyri din-3-yl)phenyl)pyrrolidin-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
17% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; In 1,4-dioxane; water; at 80℃; for 4.0h; Step 1: Preparation of l-(4-(2-amino-6-chloropyridin-3-yl)phenyl)pyrrolidin-2-one. [0815] l-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)pyrrolidin-2-one (900 mg, 3.13 mmol), <strong>[442127-50-6]3-bromo-6-chloropyridin-2-amine</strong> (500 mg, 2.41 mmol), K3PO4 (1.53 g, 7.23 mmol) and Pd(dppf)Ch (70 mg, 0.096 mmol) were taken up in dioxane (15 mL) and H2O (3 mL). The resulting mixture was stirred at 80 C for 4 hours. A black solution was formed. LCMS showed the purity of the desired product is 48% (Rt = 0.715 min; MS Calcd: 287.1; MS Found: 287.8 [M+H]+). TLC showed the starting material was remained. The mixture was concentrated under reduced pressure. The residue was purified by Combi Flash (90% EA in PE) to give impure product (240 mg) as a yellow solid, then triturated with EA: PE = 1: 1 (10 mL) for 1 hour to give 1-(4-(2-amino-6-chloropyri din-3 -yl)phenyl)pyrrolidin-2-one (121 mg, yield: 17%) as a light yellow solid. NMR (400 MHz, CDCh) d 2.15-2.23 (2H, m), 2.64 (2H, t, J= 8.0 Hz), 3.91 (2H, t, J =7.2 Hz), 4.58 (2H, brs), 6.48 (2H, d, J= 8.0 Hz), 7.42 (2H, dd, J= 8.8, 2.0 Hz), 7.67 (2H, d, J= 8.8 Hz).
  • 2
  • [ 1003309-09-8 ]
  • [ 442127-50-6 ]
  • (S)-2-((6-amino-5-(4-(2-oxopyrrolidin-1-yl)phenyl)pyridin-2-yl)amino)-6,6a,7,8-tetrahydro-9H-pyrido[2,3-b]pyrrolo[1,2-d][1,4]oxazin-9-one [ No CAS ]
 

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