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Chemical Structure| 1202237-87-3 Chemical Structure| 1202237-87-3

Structure of 1202237-87-3

Chemical Structure| 1202237-87-3

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Product Details of [ 1202237-87-3 ]

CAS No. :1202237-87-3
Formula : C17H16ClFN2O2
M.W : 334.77
SMILES Code : O=C1N(C[C@@H](N)CC2=CC=CC(F)=C2)C(C3=C1C=CC=C3)=O.[H]Cl
MDL No. :MFCD28387108
InChI Key :MTQPITVUQOQCSL-ZOWNYOTGSA-N
Pubchem ID :124222667

Safety of [ 1202237-87-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 1202237-87-3 ]

* 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 [ 1202237-87-3 ]

[ 1202237-87-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1201923-48-9 ]
  • [ 1202237-87-3 ]
YieldReaction ConditionsOperation in experiment
99% With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20℃; for 12.0h; To a solution of 1 ,1-dimethylethyl 1 ,1-dimethylethyl {(1 S)-2-(1 ,3-dioxo-1 ,3-dihydro-2/-/-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}carbamate (9.0 g, 22.6 mmol) in DCM (200 ml.) at RT was added 4M HCI in dioxane (56 ml_, 226 mmoles). After 12h, the solution was filtered and washed with DCM (50 ml.) affording the title compound (7.8 g,99%) as a white HCI salt: LCMS (ES) m/z 349 (M+H)+.
99% With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20℃; for 12.0h; To a solution of 1 ,1-dimethylethyl 1 ,1-dimethylethyl {(1 S)-2-(1 ,3-dioxo-1 ,3-dihydro- 2/-/-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}carbamate (9.0 g, 22.6 mmol) in DCM (200 mL) at RT was added 4M HCI in dioxane (56 mL, 226 mmoles). After 12h, the solution was filtered and washed with DCM (50 mL) affording the title compound (7.8 g, 99%) as a white HCI salt: LCMS (ES) m/z 349 (M+H)+.
3.1 g With hydrogenchloride; In 1,4-dioxane; methanol; at 20℃; for 2.0h; Step B 2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione [1.0]-hydrogen chloride To a solution of tert-butyl[(1S)-1-(3-fluorobenzyl)-2-hydroxyethyl]carbamate (9.40 g, 34.9 mmol), triphenylphosphine (9.15 g, 34.9 mmol), and phthalimide (5.14 g, 34.9 mmol) in tetrahydrofuran (100 mL, 1000 mmol) at room temperature was added diethyl azodicarboxylate (17.9 mL, 45.4 mmol). The reaction was stirred at room temperature for 2 hr and then concentrated under reduced pressure. The residue was purified by combi-flash chromatography eluted with EtOAc/hexane (0-40%) to give the desired intermediate. LCMS found: 399.0 (M+1). To the solution of the purified intermediate in methanol (20 mL, 400 mmol) was added 4.0 M hydrogen chloride in dioxane (30 mL, 100 mmol). The mixture was stirred at room temperature for 2 h and then concentrated under reduced pressure to give 3.1 g (26% total yield for the two steps) of the final product, 2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione [1.0]-Hydrogen chloride, as white solid. LC/MS found: 299.0 (M+H)+.
With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20℃; c) 2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1 H-isoindole-1 ,3(2H)-dioneTo a solution of 1 ,1-dimethylethyl 1 ,1-dimethylethyl {(1 S)-2-(1 ,3-dioxo-1 ,3-dihydro- 2/-/-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}carbamate (9.0 g, 22.6 mmol) in DCM (200 ml.) at RT was added 4M HCI in dioxane (56 ml_, 226 mmoles). After 12h, the solution was filtered and washed with DCM (50 ml.) affording the title compound (7.8 g, 99%) as a white HCI salt: LCMS (ES) m/z 349 (M+H)+.

 

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