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Chemical Structure| 443955-90-6 Chemical Structure| 443955-90-6

Structure of 443955-90-6

Chemical Structure| 443955-90-6

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Product Details of [ 443955-90-6 ]

CAS No. :443955-90-6
Formula : C8H7NO3
M.W : 165.15
SMILES Code : O=CC1=CC2=C(OCCO2)C=N1
MDL No. :MFCD09907902
InChI Key :OMWBUWDHEZIMGQ-UHFFFAOYSA-N
Pubchem ID :21873668

Safety of [ 443955-90-6 ]

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

Application In Synthesis of [ 443955-90-6 ]

* 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 [ 443955-90-6 ]

[ 443955-90-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 443955-90-6 ]
  • [ 121148-00-3 ]
  • [ 915976-65-7 ]
YieldReaction ConditionsOperation in experiment
A solution of l-tert-butyl 2-methyl (2.pound.,4R)-4-aminopyrrolidine-l,2-dicarboxylate (3 g) and 2,3-dihydro[l,4]dioxino[2,3-c]pyridine-7-carbaldehyde (2.15 g) in methanol (50 mL) with 3 A molecular sieves powder (0.58 g) was heated at 80 °C for 1 hour. The solution was chilled with an ice bath and NaCNBH3 (1.0 g) was added. After stirring at room temperature overnight, the reaction was concentrated. The residue was dissolved in ethylacetate, washed with NaHCO3 (sat'd soin) and brine, dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography using an ISCO yielding 2.5 g. EPO <DP n="75"/>ES (M+H)+= 394.
  • 2
  • [ 443955-90-6 ]
  • [ 162167-97-7 ]
  • [ 959616-61-6 ]
YieldReaction ConditionsOperation in experiment
To a solution of 0.65 g of <strong>[162167-97-7]tert-butyl 3-(aminomethyl)piperidine-1-carboxylate</strong> in 5 mL of dichloromethane, 0.50 g of (2,3-dihydro(1,4)dioxino(2,3-c)pyridine-7-carbaldehyde and 0.17 mL of acetic acid were added. Subsequently, 0.96 g of sodium triacetoxyborohydride was added thereto and the mixture was stirred at room temperature for 1 hour 15 minutes. The reaction mixture was charged with chloroform and adjusted to pH 8.6 with a saturated aqueous sodium hydrogen carbonate solution and a 20percent aqueous sodium hydroxide solution, the organic layer was separated, and the aqueous layer was extracted with chloroform. The organic layer and the extract were combined, the resultant solution was washed with water and a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 1.3 g of tert-butyl 3-(((2,3-dihydro(1,4)dioxino(2,3-c)pyridin-7-ylmethyl)amino)methyl)piperidine-1-carboxylate as a yellow oily substance. 1H-NMR (CDCl3) delta: 1.12-1.92 (5H, m), 1.45 (9H, s), 2.20-2.72 (3H, m), 2.80-2.90 (1H, m), 3.78 (2H, s), 3.78-3.98 (2H, m), 4.22-4.35 (4H, m), 6.84 (1H, s), 8.10 (1H, s)
 

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