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Chemical Structure| 99980-40-2 Chemical Structure| 99980-40-2

Structure of 99980-40-2

Chemical Structure| 99980-40-2

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Product Details of [ 99980-40-2 ]

CAS No. :99980-40-2
Formula : C8H12N2
M.W : 136.19
SMILES Code : CC(N)(C1=CC=CN=C1)C
MDL No. :MFCD08729280
InChI Key :FXIBFBGQYAPGLP-UHFFFAOYSA-N
Pubchem ID :28275821

Safety of [ 99980-40-2 ]

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

Application In Synthesis of [ 99980-40-2 ]

* 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 [ 99980-40-2 ]

[ 99980-40-2 ] Synthesis Path-Downstream   1~11

  • 1
  • [ 566158-08-5 ]
  • [ 99980-40-2 ]
  • C22H18FN3O2 [ No CAS ]
  • 2
  • [ 100-54-9 ]
  • [ 917-54-4 ]
  • [ 99980-40-2 ]
YieldReaction ConditionsOperation in experiment
Synthesis of XLVI:Cerium chloride (35.5 g, 144 mmol) was added to dry THF (250 mL). The reaction mixturewas stirred at room temperature for 2 h under a nitrogen atmosphere to allow the cerium chloride to form a suspension in the THF solution. This was cooled to -78C and then a 1.6 M methyl lithium solution in THF (48 mL, 144 mmol) was added. The reaction mixture was stirred for 30 minutes maintaining the same temperature and then a solution of 3-cyanopyridine (XLV, 5 g, 48 mmol) in THF (50 mL) was added through a cannula. The reaction mixture wasallowed to warm to room temperature and stirring continued for 12 h. The reaction mixture was diluted with a saturated aqueous solution of ammonium acetate solution and the stirring continued for a further 1 h at room temperature. The reaction mixture was filtered through a celite bed, concentrated and diluted with water. The resulting aqueous layer was extracted with ethyl acetate and the organic layer was dried (anhydrous Na2SO4), filtered and evaporatedunder reduced pressure to obtain the crude compound 2-(pyridin-3-yl)propan-2-amine (XLVI;2.0 g crude). MS (M+1): 137. The crude material was carried forward to the next step withoutpurification.
  • 3
  • [ 99980-40-2 ]
  • [ 71507-03-4 ]
  • C22H19N3O2 [ No CAS ]
  • 4
  • [ 99980-40-2 ]
  • C18H25N3O [ No CAS ]
  • 5
  • [ 99980-40-2 ]
  • [ 1539276-42-0 ]
  • 6
  • [ 99980-40-2 ]
  • [ 98760-08-8 ]
  • [(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-pyridin-3-ylethylamino)propyl]carbamic acid tert-butyl ester [ No CAS ]
  • 7
  • [ 99980-40-2 ]
  • 4-chloro-7-nitroisobenzofuran-1,3-dione [ No CAS ]
  • 4-chloro-7-nitro-2-(2-(pyridin-3-yl)propan-2-yl)isoindoline-1,3-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
With acetic acid; at 120℃; for 18h; Synthesis of XLVII:To a stirred solution of compound XXV (2.0 g, 8.8 mmol) in acetic acid (50 mL) was added <strong>[99980-40-2]2-(pyridin-3-yl)propan-2-amine</strong> (XLVI, 3.6 g, 26 mmol) and the reaction mixture heated at 120C for 18 h. This was then cooled to room temperature and the acetic acid removed under reduced pressure to obtain the crude product which was washed with ethanol to afford 4- chloro-7-nitro-2-(2-(pyridin-3 -yl)propan-2-yl)isoindoline- 1,3 -dione as a yellow solid (XLVII; 1.5 g crude). The crude compound carried forward to next step. MS (M+1): 346.04.
YieldReaction ConditionsOperation in experiment
General procedure: To a toluene solution (6 mL) of 2-(2-fluorophenyl)propane-2-ol (925 mg) while stirring, trimethylsilyl azide (830 mg) and boron trifluoride-diethyl ether complex (1021 mg) were sequentially dropped, and stirred for 15 minutes at room temperature. After disappearance of starting materials was verified, a saturated aqueous solution of sodium hydrogen carbonate (50 mL) was added to the reaction solution, and the product was extracted with ethyl acetate (40 mL). The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The obtained residue was dissolved in THF (15 mL), the solution was gradually dropped into a THF suspension (15 mL) of lithium aluminium hydride (228 mg) at room temperature. After stirring for 2 hours, to the reaction solution, water (230 muL), a 2 mol/L sodium hydroxide aqueous solution (230 muL), and water (690 muL) were gradually and sequentially dropped to the reaction solution. After being filtered with Celite, the mixture was concentrated under reduced pressure. The obtained residue was purified with silica gel column chromatography (chloroform/methanol=92/8 to 85/15) to give 2-(2-fluorophenyl)propane-2-amine (410 mg) as an oil. 1H NMR (300 MHz, CDCl3) delta 1.55 (s, 6H), 6.99-7.12 (m, 2H), 7.18-7.27 (m, 1H), 7.41-7.46 (m, 1H)
  • 9
  • [ 99980-40-2 ]
  • 2-(6-{5-chloro-2-[(oxan-4-yl)amino]pyrimidin-4-yl}-1-oxo-2,3-dihydro-1H-isoindol-2-yl)acetic acid [ No CAS ]
  • 2-(6-{5-chloro-2-[(oxan-4-yl)amino]pyrimidin-4-yl}-1-oxo-2,3-dihydro-1H-isoindol-2-yl)-N-[2-(pyridin-3-yl)propan-2-yl]acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
46.8% With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In ethyl acetate; N,N-dimethyl-formamide; at 20℃; for 1.25h; Example 580: 2-(6-{5-chloro-2-[(oxan-4-yl)amino]pyrimidin-4-yl}-1-oxo-2,3-dihydro-1 H- isoindol-2-yl)-N-[2-(pyridin-3-yl)propan-2-yl]acetamide (3373) (3374) Triethylamine (0.090 mL, 0.646 mmol) followed by T3P (50 wt% in EtOAc) (0.200 mL, 0.336 mmol) were added to a stirred solution of 2-(6-{5-chloro-2-[(oxan-4-yl)amino]pyrimidin-4-yl}-1- oxo-2,3-dihydro-1 H-isoindol-2-yl)acetic acid (Example 1 , 0.085 g, 0.209 mmol) and 2-(pyridin-3- yl)propan-2-amine (0.043 g, 0.316 mmol) in DMF (2.5 mL, 32.3 mmol). The resulting pale yellow solution was stirred at room temperature for 75 minutes, then diluted with water (5 mL). The mixture was partitioned between saturated aqueous NH4CI (10 mL) and EtOAc (20 mL). The layers were separated and the aqueous layer was extracted with EtOAc (20 mL). The combined organic extracts were washed with water (10 mL), saturated aqueous NaHC03 (10 mL) and brine (3 x 10 mL), then dried (MgS04), filtered, and concentrated under reduced pressure to afford a white solid (63 mg). The solid was dissolved in EtOAc (20 mL) and washed with brine (5 x 20 mL), dried (MgS04), filtered, concentrated under reduced pressure and then dried in a desiccator at 50 C overnight to afford the title compound (0.053 g, 46.8%) as a white solid.l H NMR (DMSO-d6, 400 MHz) delta 8.60 - 8.55 (m, 1 H), 8.52 (s, 1 H), 8.44 (s, 1 H), 8.38 (dd, 1 H), 8.00 (dd, 1 H), 7.95 (dd, 1 H), 7.72 (dq, 2H), 7.61 (s (br), 1 H), 7.31 (ddd, 1 H), 4.55 (s, 2H), 4.27 (s, 2H), 3.95 - 3.83 (m, 3H), 3.39 - 3.33 (m, 2H), 1.84 (d (br), 2H), 1.59 (s, 6H), 1.51 (qd, 2H). LCMS : [M+H]+ = 521
  • 10
  • [ 99980-40-2 ]
  • [ 124-63-0 ]
  • N-[1-methyl-1-(3-pyridyl)ethyl]methanesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With triethylamine; In dichloromethane; at 20℃; for 2h;Cooling with ice; Methanesulfonyl chloride (200 muL, 2.6 mmol) was added to a solution of 2-(3- pyridyl)propan-2-amine (250 mg, 1.8 mmol) and Et3N (400 muL, 2.9 mmol) in DCM (4 mL) with cooling in an ice bath. After 5 minutes, the ice bath was removed and the solution stirred at ambient temperature for 2 hours. The solution was diluted with DCM and a saturated aqueous NaHCO3 solution was added. The mixture was stirred at ambient temperature for 5 minutes. The organic phase was separated using a phase separation cartridge and concentrated in vacuo to give a pale yellow gum (350 mg, 90%), which was used directly in next reaction; MS m/z: 215 (M+H)+
  • 11
  • [ 99980-40-2 ]
  • N-(2-(piperidin-3 -yl)propan-2-yl)methanesulfonamide [ No CAS ]
 

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