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Chemical Structure| 144186-57-2 Chemical Structure| 144186-57-2
Chemical Structure| 144186-57-2

2,3-Dihydrofuro[2,3-b]pyridin-3-ol

CAS No.: 144186-57-2

4.5 *For Research Use Only !

Cat. No.: A537668 Purity: 95%

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Product Details of [ 144186-57-2 ]

CAS No. :144186-57-2
Formula : C7H7NO2
M.W : 137.14
SMILES Code : OC1COC2=NC=CC=C12
MDL No. :MFCD18836698
InChI Key :MMDXUEZJGJQZDK-UHFFFAOYSA-N
Pubchem ID :18939496

Safety of [ 144186-57-2 ]

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 [ 144186-57-2 ]

* 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 [ 144186-57-2 ]

[ 144186-57-2 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 27038-48-8 ]
  • [ 144186-57-2 ]
YieldReaction ConditionsOperation in experiment
47.7% With methanol; sodium tetrahydroborate; at 0 - 20℃; for 3h; To a stirred solution of furo[2,3-b]pyridin-3(2H)-one (8 g, 59.2 mmol) in methanol (80 mL) was added NaBH4 (2.24 g, 59.2 mmol) at 0 C. Reaction mixture was stirred at RT for 3h. The reaction mixture was diluted with EtOAc (200 mL) washed with water (200 mL) and brine (200 mL). Organic layer was dried anhydrous sodium sulphate filtered and concentrated. Crude was purified by column chromatography (100-200 mesh silica gel) and the compound eluted at 80% EtOAc in hexane. Eluents were concentrated to affording 2,3-dihydrofuro[2,3-b]pyridin-3-ol (4 g, 47.7%) as off white solid. 1H NMR (500 MHz, DMSO -d6) d 8.06-8.05 (m, 1H), 7.77-7.75 (m, 1H), 6.95-6.92 (m, 1H), 5.77-5.76 (d, / = 6 Hz, 1H), 5.30-5.27 (m, 1H), 4.57-4.54 (m, 1H),4.24-4.21 (m, 1H). LCMS (ES) m/z 138.12 [M+H]+.
  • 2
  • [ 144186-57-2 ]
  • [ 108-24-7 ]
  • [ 27038-53-5 ]
  • 3
  • [ 27038-46-6 ]
  • [ 144186-57-2 ]
  • 4
  • [ 40134-18-7 ]
  • [ 144186-57-2 ]
  • 5
  • [ 144186-57-2 ]
  • ethyl 2-(4,7-dichloro-6-hydroxybenzo[b]thiophen-3-yl)acetate [ No CAS ]
  • ethyl 2-(4,7-dichloro-6-((2,3-dihydrofuro[2,3-b]pyridin-3-yl)oxy)benzo[b]thiophen-3-yl)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
120 mg To a stirred solution of ADDP (827 mg, 3.28 mmol) in dry THF (2mL), tri-/z-butyl phosphine (1.079 mL, 4.38 mmol) was slowly added at ambient temperature. After decolorisation was observed, <strong>[144186-57-2]2,3-dihydrofuro[2,3-b]pyridin-3-ol</strong> (300 mg, 2.188 mmol) was added and stirred for 5 min. Finally ethyl 2-(4,7-dichloro-6-hydroxybenzo[b]thiophen-3-yl)acetate (668 mg, 2.188 mmol) was added. The reaction mass was stirred at the same temperature for 24h. After TFC analysis the reaction mixture was diluted with water and extracted with EtOAc. The organic layer was washed with water, brine, dried over Na2S04 and concentrated under reduced pressure to afford crude. The crude was purified by silica gel chromatography using 30% EtO Ac/pet ether as an eluent to afford ethyl 2-(4,7-dichloro-6-((2,3-dihydrofuro[2,3-b]pyridin-3- yl)oxy)benzo[b]thiophen-3-yl)acetate (120 mg) as a colorless gummy liquid. LCMS (ES) m/z 424.14 [M+H]+
  • 6
  • ethyl 3-oxo-2,3-dihydrofuro[2,3-b]pyridine-2-carboxylate [ No CAS ]
  • [ 144186-57-2 ]
  • 7
  • [ 144186-57-2 ]
  • 2-(4,7-dichloro-6-((2,3-dihydrofuro[2,3-b]pyridin-3-yl)oxy)benzo[b]thiophen-3-yl)acetic acid [ No CAS ]
  • 8
  • [ 144186-57-2 ]
  • C17H11Cl2NO4S [ No CAS ]
  • C17H11Cl2NO4S [ No CAS ]
 

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