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Chemical Structure| 1036381-92-6 Chemical Structure| 1036381-92-6

Structure of 1036381-92-6

Chemical Structure| 1036381-92-6

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Product Details of [ 1036381-92-6 ]

CAS No. :1036381-92-6
Formula : C13H17BrN2O3
M.W : 329.19
SMILES Code : O=C(N1CC2=C(NC(C(Br)=C2)=O)CC1)OC(C)(C)C
MDL No. :MFCD31925029

Safety of [ 1036381-92-6 ]

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 [ 1036381-92-6 ]

* 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 [ 1036381-92-6 ]

[ 1036381-92-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1036381-91-5 ]
  • [ 1036381-92-6 ]
YieldReaction ConditionsOperation in experiment
With pyridinium hydrobromide perbromide; In dichloromethane; for 0.0833333h; Preparation of tert-butyl 3-bromo-2-oxo-1,2,7,8-tetrahydro-1,6-naphthyridine-6(5H)-carboxylate The Step 3 product (100 mg, 0.4 mmol) dissolved in 2 mL of DCM in a 20 mL scintillation vial containing a stir bar. Big chunks of the pyridinium tribromide (142 mg, 0.4 mmol) have to be crushed up to make them dissolve. The reaction was checked by LCMS after everything dissolved (5 minutes) and the starting material was gone. 5 mL of saturated bicarbonate was added to the orange solution. There was a great deal of bubbling and the organic layer became yellow. The organic layer was removed to a new 20 mL vial and dried with sodium sulfate, filtered through a glass wool plug and evaporated. The yellow/brown oil was used without further purification. MS [M+H]+=329.04.
  • 2
  • [ 1036381-91-5 ]
  • [ 24424-99-5 ]
  • [ 1036381-92-6 ]
YieldReaction ConditionsOperation in experiment
63% To a solution of <strong>[1036381-91-5]tert-butyl 2-oxo-1,5,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate</strong>(275 mg,1.10 mmol)in acetic acid(2.2 mL)at 0 C was added bromine(67.7 J.L,1.32 mmol)portionwise. The mixture was stirred at room temperature for 3 h,then concentrated underreduced pressure. The resulting residue was dissolved in chloroform(4 mL)and water(2.0 mL).To the solution was added Boc20(3H2 mg,1.43 mmol)and K2C03(304 mg,2.20 mmol). Themixture was stirred for 14 h at room temperature. The resulting precipitate was filtered,washed with diethyl ether,and dried under reduced pressure to give the first batch of the title compound.The mother liquor was poured into a separatory funnel,the organic later was separated,driedover Na2S04 and concentrated under reduced pressure. The resulting solid was washed withdiethyl ether,and then dried under reduced pressure to give the second batch of the titlecompound(228 mg total,63%)that required no further purification. 1H NMR(400 MHz,CDCl3,16 I 17 H)8 7.59(s,1H),4.32(s,2H),3.67(t,J = 5.8 Hz,2H),2.74(t,J = 5.8 Hz,2H),1.48(s,9H).
 

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