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Chemical Structure| 52689-18-6 Chemical Structure| 52689-18-6

Structure of 52689-18-6

Chemical Structure| 52689-18-6

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Product Details of [ 52689-18-6 ]

CAS No. :52689-18-6
Formula : C8H6N2O
M.W : 146.15
SMILES Code : N#CC1=NC=CC(C(C)=O)=C1
MDL No. :MFCD06637567
InChI Key :XBKYNNZZGLAYMV-UHFFFAOYSA-N
Pubchem ID :12175678

Safety of [ 52689-18-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 52689-18-6 ]

* 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.

  • Downstream synthetic route of [ 52689-18-6 ]

[ 52689-18-6 ] Synthesis Path-Downstream   1~8

YieldReaction ConditionsOperation in experiment
34% In tetrahydrofuran; at 0℃; General procedure: To a stirred solution of amide 12 (1.0 eq) in dry THF (0.3 M)A solution of MeMgBr (1 M, 1.5 eq) in THF was added slowly at 0 C. and the mixture was stirred at 0 C.The reaction mixture was quenched with saturated NH4Cl and extracted with ethyl acetate.The combined organic layers were washed with water, washed with saturated saline, dried over Na2SO4 and the solvent was evaporated.The residue was purified by column chromatography to obtain ketone 16.
  • 2
  • [ 1122-54-9 ]
  • [ 151-50-8 ]
  • [ 89976-64-7 ]
  • [ 52689-18-6 ]
  • 3
  • [ 52689-18-6 ]
  • [ 616-38-6 ]
  • methyl 3-(2-cyanopyridin-4-yl)-3-oxopropanoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
30% With potassium tert-butylate; In tetrahydrofuran; at 20 - 60℃; for 4.0h; [00462] To the solution of t-BuOK (615 mg, 5.48 mmol) in THF (20 mL) was added a solution of 4-acetylpicolinonitrile (400 mg, 2.74 mmol) in THF (20 mL). Carbonic acid dimethyl ester (493 mg, 5.48 mmol) was added and the reaction was stirred at room temperature for lh and then with heating to 60 C for 3 hrs. The reaction was diluted with ethyl acetate (30 mL) and aq.NH4Cl (30 mL). The aqueous layer was extracted with ethyl acetate (30 mLX2). The organic layer was dried over Na2SO4 and concentrated and purified by flash chromatography (PE: EA=100: 1~5: 1) to give compound J (170 mg, 30%). LC/MS: 204.6 (M+l).
  • 4
  • [ 2402-96-2 ]
  • [ 7677-24-9 ]
  • [ 52689-18-6 ]
YieldReaction ConditionsOperation in experiment
38% With N,N-Dimethylcarbamoyl chloride; In dichloromethane; at 20℃; for 16.0h; [00461] To a solution of l-(pyridin-4-yl)ethanone N-oxide (0.5 g, 3.65 mmol) in DCM (8 mL) was added TMSCN (398 mg, 4.01 mmol). After stirring for 5 mins, dimethycarbamoyl chloride (431 mg, 4.01 mmol) was added and the reaction mixture was stirred at room temperature for 16 hrs. 10% of aq. K2CO3 (10 mL) was added, the aqueous layer was extracted with DCM (8 mLX3). The organic layer was dried over Na2SO4 and concentrated to give 4- acetylpicolinonitrile (200 mg, 38%). LC/MS: 147.1 (M+l)
  • 5
  • [ 1122-54-9 ]
  • [ 52689-18-6 ]
  • 6
  • [ 52689-18-6 ]
  • tert-butyl 4-(tert-butoxycarbonylamino)-3-(3-(2-cyanopyridin-4-yl)-3-oxopropanamido)benzoate [ No CAS ]
  • 7
  • [ 52689-18-6 ]
  • [ 1426328-66-6 ]
  • 8
  • [ 52689-18-6 ]
  • 4-(2-cyanopyridin-4-yl)-4-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carboxylic acid [ No CAS ]
 

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Technical Information

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[ 52689-18-6 ]

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