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Chemical Structure| 364758-55-4 Chemical Structure| 364758-55-4

Structure of 364758-55-4

Chemical Structure| 364758-55-4

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Product Details of [ 364758-55-4 ]

CAS No. :364758-55-4
Formula : C11H8FNO2
M.W : 205.19
SMILES Code : OC1=CC=C(OC2=CC=C(F)C=C2)N=C1
MDL No. :MFCD22571026

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Application In Synthesis of [ 364758-55-4 ]

* 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 [ 364758-55-4 ]

[ 364758-55-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 364758-55-4 ]
  • [ 34368-52-0 ]
  • [ 1593701-28-0 ]
YieldReaction ConditionsOperation in experiment
With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; dichloromethane; for 0.5h;Inert atmosphere; General procedure: (R)-3-[6-(4-Fluoro-phenoxy)-pyridin-3-yloxy]-pyrrolidin-2-one (Typical Procedure 3) A mixture of THF (200 mL) and DCM (100 mL) under argon was added triphenylphosphine (polymer, 1.8 mmol/g, 20 g). Diisopropylazodicarboxylate (8.87 g) was added. After 5 minutes (S)-3-hydroxy-pyrrolidin-2-one (3.1 g) and 6-(4-fluoro-phenoxy)-pyridin-3-ol (6.0 g) were added. After 30 minutes the mixture was filtered and the filtrate concentrated. The residue was purified by chromatography (SiO2; DCM/MeOH 15:1) to provide the title compound. MS ESI+: m/z=289 [M+H]+.
With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; dichloromethane; for 0.5h;Inert atmosphere; A mixture of THF (200 mL) and DCM (100 mL) under argon was added triphenylphosphine (polymer, 1 .8 mmol/g, 20 g). Diisopropylazodicarboxylate (8.87 g) was added. After 5 minutes (S)-3-hydroxy-pyrrolidin-2-one (3.1 g) and 6-(4-fluoro- phenoxy)-pyridin-3-ol (6.0 g) were added. After 30 minutes the mixture was filtered andthe filtrate concentrated. The residue was purified by chromatography (S1O2; DCM/MeOH 15:1 ) to provide the title compound. MS ESI+: m/z = 289 [M+H]+.
With triphenylphosphine on polystyrene; di-isopropyl azodicarboxylate; In tetrahydrofuran; dichloromethane; for 0.5h;Inert atmosphere; A mixture of THE (200 mL) and DCM (100 mL) under argon was added triphenylphosphine (polymer, 1.8 mmol/g, 20 g). DIAD (8.87 g) was added. After 5 minutes (S)-3-hydroxy-pyrrolidin-2-one (3.1 g) and 6-(4-fluoro-phenoxy)-pyridin-3-ol (6.0 g) were added. After 30 minutes the mixture was filtered and the filtrate concentrated. The residue was purified by chromatography (Si02 DCM/MeOH 15:1) to provide the title compound. MS ESI: mlz = 289 [M+H].
With di-isopropyl azodicarboxylate; In tetrahydrofuran; dichloromethane; for 0.5h;Inert atmosphere; A mixture of THE (200 mL) and DCM (100 mL) under argon was added triphenyiphosphine (polymer, 1 .8 mmol/g, 20 g). Diisopropyl azodicarboxylate (8.87 g) was added. After 5 minutes (S)-3-hydroxy-pyrrolidin-2-one (3.1 g) and 6-(4-fluoro- phenoxy)-pyridin-3-ol (6.0 g) were added. After 30 minutes the mixture was filtered andthe filtrate concentrated. The residue was purified by chromatography (Si02 DCM/MeOH 15:1) to provide the title compound. MS ESI: mlz = 289 [M+H].
With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; dichloromethane; for 0.5h;Inert atmosphere; (R)-3-[6-(4-Fluoro-phenoxy)-pyridin-3-yloxy]-pyrrolidin-2-one (Typical Procedure 3) A mixture of THF (200 mL) and DCM (100 mL) under argon was added triphenylphosphine (polymer, 1 .8 mmol/g, 20 g). Diisopropyl azodicarboxylate (8.87 g) was added. After 5 minutes (S)-3-hydroxy-pyrrolidin-2-one (3.1 g) and 6-(4-fluoro- phenoxy)-pyridin-3-ol (6.0 g) were added. After 30 minutes the mixture was filtered and the filtrate concentrated. The residue was purified by chromatography (S1O2; DCM/MeOH 15:1 ) to provide the title compound. MS ESI+: m/z = 289 [M+H]+.
With di-isopropyl azodicarboxylate; In tetrahydrofuran; dichloromethane; for 0.5h;Inert atmosphere; A mixture of THF (200 mL) and DCM (100 mL) under argon was added triphenylphosphine (polymer bound, 1.8 mmol/g, 20 g). Diisopropyl azodicarboxylate (8.87 g) was added. After 5 minutes, (S)-3-hydroxy-pyrrolidin-2-one (3.1 g) and 6-(4-fluoro-phenoxy)-pyridin-3-ol (6.0 g) were added. After 30 minutes, the mixture was filtered and the filtrate concentrated. The residue was purified by chromatography (SiO2; DCM/MeOH 15:1) to provide (R)-3-[6-(4-fluoro-phenoxy)-pyridin-3-yloxy]-pyrrolidin-2-one. MS ESI+: m/z=289 [M+H]+.

 

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