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[ CAS No. 22050-10-8 ] {[proInfo.proName]}

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Chemical Structure| 22050-10-8
Chemical Structure| 22050-10-8
Structure of 22050-10-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 22050-10-8 ]

CAS No. :22050-10-8 MDL No. :MFCD01687227
Formula : C10H11NO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 161.20 Pubchem ID :-
Synonyms :

Safety of [ 22050-10-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 22050-10-8 ]

* 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 [ 22050-10-8 ]

[ 22050-10-8 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 22050-10-8 ]
  • [ 448-97-5 ]
  • 3,3'-Difluoro-N4,N4'-bis-[5-phenyl-pyrrolidin-(2Z)-ylidene]-biphenyl-4,4'-diamine [ No CAS ]
  • 3
  • [ 22050-10-8 ]
  • [ 56553-09-4 ]
  • [ 313352-62-4 ]
YieldReaction ConditionsOperation in experiment
1: 17% 2: 17% Resolution of racemate; 43; 44 Preparation 43 and 44: (1S)-5-phenylpyrrolidin-2-one and (i?)-5-phenylpyrrolidin-2-one The racemic mixture was separated via chiral SFC (Table 2, Method 11) to give (,S)-5-phenylpyrrolidin-2-one (14.03 g, 17%, OR = negative); LC/MS (Table 1, Method t) Rt = 2.81 min; MS m/z: 162 (M+H)+, lH NMR (400 MHz, CDC13) δ 7.39 - 7.25 (m, 5H), 6.07 (br. s., 1H), 4.74 (t, J=7.1 Hz, 1H), 2.63 - 2.33 (m, 3H), 2.03 - 1.89 (m, 1H) and (R)-5- phenylpyrrolidin-2-one (14.25 g, yield 17%, OR = positive); LC/MS (Table 1, Method t, OR = negative) Rt = 2.81 min; MS m/z: 162 (M+H)+, lH NMR (400MHz, CDC13) δ 7.39 - 7.25 (m, 5H), 6.01 (br. s., 1H), 4.74 (t, J=7.1 Hz, 1H), 2.64 - 2.32 (m, 3H), 2.04 - 1.89 (m, 1H).
  • 4
  • [ 862599-47-1 ]
  • [ 22050-10-8 ]
  • ethyl 2-(2-oxo-5-phenylpyrrolidin-1-yl)oxazole-5-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydride; In tetrahydrofuran; at 0 - 15℃; for 17h; <strong>[862599-47-1]Ethyl 2-chlorooxazole-5-carboxylate</strong> (457 mg, 2.61 mmol) was added to a mixture of 5- phenylpyrrolidin-2-one (350 mg, 2.17 mmol) and sodium hydride (100mg, 2.61 mmol) in THF (10 mL) at 0 C, and the resulting mixture was stirred at 15 C for 17 h. The mixture wasdiluted with saturated aqueous NH4C1 solution (20 mL) at 0 C, then extracted with ethyl acetate (3 x 20 mL). The combined organic layers were washed with brine (saturated, 30 mL), dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified by prepTLC (Si02, PE: EA= 2:1) to give ethyl 2-(2-oxo-5-phenylpyrrolidin-1-yl)oxazole-5-carboxylate as a solid. ESI-MS m/z [M+Hf?: 301.0.
  • 5
  • [ 22050-10-8 ]
  • [ 1202237-88-4 ]
  • [ 2170611-54-6 ]
YieldReaction ConditionsOperation in experiment
With copper(l) iodide; potassium carbonate; cis-N,N'-dimethyl-1,2-diaminocyclohexane In 1,4-dioxane at 125℃; for 18h; Inert atmosphere; Sealed tube; 33.A Step A:ethyl 5-(2-oxo-5-phenylpyrrolidin-1-yl) thiazole-2-carboxylate A solution of 5-phenylpyrrolidin-2-one (500 mg, 3.10 mmol), ethyl 5-bromothiazole-2- carboxylate (732 mg, 3.10 mmol), copper(I) iodide (59.1 mg, 0.310 mmol), N1,N2- dimethylcyclohexane-1,2-diamine (44.1 mg, 0.3 10 mmol), and K2C03 (1715 mg, 12.41 mmol) in dioxane (8 mL) was heated under nitrogen in a sealed tube at 125 °C for 18 h. The mixture was cooled, diluted with water (20 mL), and extracted with ethyl acetate (30 mL x 2). The combined organic layers were washed with brine (30 mL), dried over Na2SO4, and concentrated. The residue was purified by reverse-phase prep-HPLC (preparative HPLC on a GILSON 281instrument fitted with Agela ASB 150*25mm*Sum using water and acetonitrile as the eluents, mobile phase A: water, mobile phase B: acetonitrile (containing: 0. 1%TFA-ACN), gradient: 31- 61%, 0-10 mm; 100% B, 10.5-12.5 mm; 5% B, 13-15 mm) to give ethyl 5-(2-oxo-5- phenylpyrrolidin-1-yl) thiazole-2-carboxylate as a solid. ESI-MS m/z [M+Hj: 317.0.
  • 6
  • [ 22050-10-8 ]
  • [ 2160-62-5 ]
  • 5-(2-oxo-5-phenylpyrrolidin-1-yl)thiophene-2-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
With copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; potassium carbonate; In 1,4-dioxane; at 11 - 130℃; for 18h;Inert atmosphere; 5-Phenylpyrrolidin-2-one (300 mg, 1.86 mmol) was added to a mixture of <strong>[2160-62-5]5-bromothiophene-2-carbonitrile</strong> (350 mg, 1.86 mmol), potassium carbonate (772 mg, 5.58 mmol),(1R,2R)-N1 ,N2-dimethylcyclohexane- 1 ,2-diamine (291 mg, 2.047 mmol) and copper(I) iodide(354 mg, 1.861 mmol) in 1,4-dioxane (4 mL) at 11 C. After complete addition, the suspensionwas heated at 130 C for 18 h under N2. After cooling to room temperature, the mixture wasfiltered through diatomaceous earth and the filtrate was diluted with EtOAc (20 mL). Theorganic layer was washed with H20 (20 mL). The water layer was extracted with EtOAc (20 mLx 2). The combined organic layers were washed with brine (20 mL), dried over anhydrous Na2SO4. The mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by prep-TLC (Si02, PE:EtOAc=3: 1) to give 5-(2-oxo-5-phenylpyrrolidin-1-+yl)thiophene-2-carbonitrile as an oil. ESI-MS m/z [M+Hj : 269.1.
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