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Chemical Structure| 97112-03-3 Chemical Structure| 97112-03-3

Structure of 97112-03-3

Chemical Structure| 97112-03-3

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Product Details of [ 97112-03-3 ]

CAS No. :97112-03-3
Formula : C9H11NO
M.W : 149.19
SMILES Code : OC1C2=C(C=NC=C2)CCC1
MDL No. :MFCD11847763
InChI Key :FZUMQCKAVKSWLQ-UHFFFAOYSA-N
Pubchem ID :10855632

Safety of [ 97112-03-3 ]

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 [ 97112-03-3 ]

* 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 [ 97112-03-3 ]

[ 97112-03-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 70931-33-8 ]
  • [ 97112-03-3 ]
  • [ 124-63-0 ]
  • 5-{4-[2-(4-fluorophenyl)ethyl]piperazin-1-yl}-5,6,7,8-tetrahydroisoquinoline hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate; potassium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; (283-3) 5-{4-[2-(4-Fluorophenyl)ethyl]piperazin-1-yl}-5,6,7,8-tetrahydroisoquinoline hydrochloride 5,6,7,8-Tetrahydroisoquinolin-5-ol (1.90 g), methanesulfonyl chloride (1.48 g) and triethylamine (5.0 ml) were reacted in THF (50 ml) at 0 C. for 6 hr. The reaction solution was partitioned between ethyl acetate and a saturated aqueous solution of sodium bicarbonate. The ethyl acetate layer was washed with water, dried and concentrated under reduced pressure to give a pale yellow oil. This product was dissolved in DMF followed by addition of 4-[2-(4-fluorophenyl)ethyl]piperazine (2.0 g) and potassium carbonate (2.0 g). After reacting for 12 hr, the reaction solution was concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography (methylene chloride/methanol system) to give a pale yellow oil (0.71 g). Next, this product was converted into a hydrochloride in a conventional manner to give the title compound (0.52 g) as a white powder. m.p.: 174-176 C. 1H-NMR (400 MHz, D2O): δ(ppm) 1.77(2H, m), 1.99-2.16(2H, m), 2.87(2H, m), 3.03(4H, m), 3.38(4H, m), 4.19(1H, m), 7.05(2H, t, J=8.4Hz), 7.26(2H, dd, J=8.4, 7.2Hz), 8.28(1H, d, J=8.0Hz), 8.43(1H, d, J=8.0Hz), 8.45(1H, s). FAB-Mass: 340(MH+).
  • 2
  • [ 845305-83-1 ]
  • [ 97112-03-3 ]
  • [ 1138448-24-4 ]
YieldReaction ConditionsOperation in experiment
30% To a stirred first solution of 5,6,7,8-tetrahydroisoquinolin-5-ol (165 mg, 1.106 mmol) in 5 mL OfCH2Cl2 was added triethylamine (0.25 mL, 1.794 mmol) and methanesulfonyl chloride (0.14 mL, 1.182 mmol). The reaction was allowed to stir at room temperature for 45 minutes. In a separate flask, sodium hydride (45 mg, 1.125 mmol, 60% in mineral oil) was added to a solution of compound IB (292 mg, 1.026 mmol) in 5 mL of DMF. This second solution was stirred for 30 minutes, then added to the first solution and the resulting reaction was allowed to stir for about 36 hours. Water was then added to the reaction mixture and the resulting aqueous mixture was extracted with CH2Cl2 (50 mL x 3). The combined organic extracts were washed with brine, dried over Na2SO4, and concentrated in vacuo to provide an oily residue which was purified using preparative TLC (CH2Cl2 - 7N NH3 in MeOH = 30:1 v/v) to provide 128 mg of compound 36A (30%, MH+ = 416.2).
 

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