Alternatived Products of [ 6757-31-9 ]
Product Details of [ 6757-31-9 ]
CAS No. : | 6757-31-9 |
MDL No. : | MFCD00463146 |
Formula : |
C9H9NO3
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | BAXOYLCGOYSPJH-UHFFFAOYSA-N |
M.W : |
179.17
|
Pubchem ID : | 596094 |
Synonyms : |
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Application In Synthesis of [ 6757-31-9 ]
* 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.
- Upstream synthesis route of [ 6757-31-9 ]
- Downstream synthetic route of [ 6757-31-9 ]
- 1
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[ 64-17-5 ]
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[ 6757-31-9 ]
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[ 22163-52-6 ]
Yield | Reaction Conditions | Operation in experiment |
76% |
With hydrogenchloride; titanium tetrachloride for 14h; Heating; |
|
- 2
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[ 6757-31-9 ]
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[ 1129-35-7 ]
Yield | Reaction Conditions | Operation in experiment |
72% |
With triethylamine; ethanaminium,N-(difluoro-lambda4-sulfanylidene)-N-ethyl-,tetrafluoroborate; In ethyl acetate; at 20℃; for 1h;Inert atmosphere; |
General procedure: To a solution of the aldoxime or the amide (1.0 mmol) and Et3N (1.5mmol) in EtOAc (1 mL, 1 M) at r.t. was added XtalFluor-E8 (1.1 mmol)portionwise over ca. 2 min. The resulting solution was stirred at r.t.for 1 h. The reaction mixture was quenched with sat. aq Na2CO3 and extracted with CH2Cl2 (2 × 10 mL). The combined organic layers were washed with H2O and brine, dried (MgSO4), and concentrated under vacuum to afford the crude nitrile, which was purified by flash chromatography, if required. |
Reference:
[1]Chemical and pharmaceutical bulletin,1984,vol. 32,p. 2560 - 2564
[2]Organic Process Research and Development,2015,vol. 19,p. 444 - 448
[3]European Journal of Organic Chemistry,2013,p. 1889 - 1893
[4]Synthesis,2015,vol. 47,p. 3758 - 3766
[5]Chemical Communications,2009,p. 4883 - 4885
- 3
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[ 120157-96-2 ]
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[ 6757-31-9 ]
- 4
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[ 6757-31-9 ]
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[ 54109-16-9 ]
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[ 254911-94-9 ]
Yield | Reaction Conditions | Operation in experiment |
|
In ethanol; N,N-dimethyl-formamide; |
EXAMPLE 15 A mixture of methyl 4-carbamoylbenzoate (896 mg), 2-trifluoromethylphenacyl bromide (2.22 g) and N,N-dimethylformamide (5 ml) was stirred at 130 C. for 2 hours. Hot ethanol was added to the reaction mixture, which was poured into water, and extracted with ethyl acetate. The ethyl acetate layer was concentrated, and the residue was subjected to a silica gel column chromatography to obtain methyl 4-[4-(2-trifluoromethylphenyl)-2-oxazolyl]benzoate as an oil from a fraction eluted with ethyl acetate-hexane. |
- 5
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[ 6757-31-9 ]
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[ 22590-92-7 ]
Yield | Reaction Conditions | Operation in experiment |
75% |
With hydrazine In ethanol at 130℃; for 0.5h; Microwave irradiation; |
5.1.15.D
D. 4-(carbohyrazide) benzamide A solution of methyl 4-carbamoylbenzoate (300 mg, 1.67 mmol), hydrazine (2 mL, excess) in EtOH were reacted in a microwave reactor at 130° C. for 30 min. Reaction is concentrated on a rotoevaporator and the product was recrystallized from hot ethanol to afford title compound (225 mg, 75%). ES-MS (m/z) 180[M+1]+ |
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With hydrazine hydrate Reflux; |
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Reference:
[1]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - US2008/242694, 2008, A1
Location in patent: Page/Page column 37
[2]Lin, Hua; Doebelin, Christelle; Patouret, Rémi; Garcia-Ordonez, Ruben D.; Ra Chang, Mi; Dharmarajan, Venkatasubramanian; Bayona, Claudia Ruiz; Cameron, Michael D.; Griffin, Patrick R.; Kamenecka, Theodore M.
[Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 8, p. 1313 - 1319]
- 6
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[ 6757-31-9 ]
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[ 20686-40-2 ]
- 7
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[ 7364-20-7 ]
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[ 6757-31-9 ]
- 8
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[ 6757-31-9 ]
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[ 6158-54-9 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dmap / dichloromethane / 0 - 23 °C / Inert atmosphere
2.1: bis(triphenylphosphine)nickel(II) chloride / tetrahydrofuran; diethyl ether / 0.08 h / 23 °C / Schlenk technique; Inert atmosphere
2.2: 12 h / 23 °C / Schlenk technique; Inert atmosphere |
|
|
Multi-step reaction with 2 steps
1: dmap / dichloromethane / 0 - 23 °C / Inert atmosphere
2: potassium fluoride; (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II) / water; toluene / 15 h / 23 °C / Inert atmosphere; Schlenk technique |
|
Reference:
[1]Shi, Shicheng; Szostak, Michal
[Organic Letters, 2016, vol. 18, # 22, p. 5872 - 5875]
[2]Lei, Peng; Meng, Guangrong; Ling, Yun; An, Jie; Nolan, Steven P.; Szostak, Michal
[Organic Letters, 2017, vol. 19, # 24, p. 6510 - 6513]