Alternatived Products of [ 374105-86-9 ]
Product Details of [ 374105-86-9 ]
CAS No. : | 374105-86-9 |
MDL No. : | MFCD02093067 |
Formula : |
C9H9BO4
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
191.98
|
Pubchem ID : | - |
Synonyms : |
|
Safety of [ 374105-86-9 ]
Application In Synthesis of [ 374105-86-9 ]
* 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.
- Downstream synthetic route of [ 374105-86-9 ]
- 1
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[ 374105-86-9 ]
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[ 717107-32-9 ]
Yield | Reaction Conditions | Operation in experiment |
85% |
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 5h; |
|
70% |
With hydrogen In methanol at 20℃; for 3h; |
24 Example 24 Synthesis OF 3-{2-[4-(3,5-dichloro-pyridin-4-ylmethyl)-7-methoxy-phthalazin-1-yl]-phenyl}-propionic acid (compound 14)
Example 24 Synthesis OF 3-{2-[4-(3,5-dichloro-pyridin-4-ylmethyl)-7-methoxy-phthalazin-1-yl]-phenyl}-propionic acid (compound 14) A suspension of 2- (2-carboxy-vinyl)-phenylboronic acid (50 mg, 0.25 mmol) and 10% Pd on charcoal (5 mg) in methanol was stirred under hydrogen atmosphere (20 psi) at room temperature for 3 hours. The catalyst was filtered off through celite and the solvent was evaporated in vacuo to give the 2- (2-carboxy-ethyl)-phenylboronic acid (35 mg, 0.18 mmol, 70% yield). Compound 14 was synthesized by Suzuki coupling of intermediate 1 (58 mg, 0.16 mmol, 1 eq. ) and the previously prepared boronic acid (35 mg, 0.18 mmol, 1.1 eq. ) according to what is described in E XAMPLE 17. A FTER E VAPORATION o f the s olvent the product was purified by flash chromatography eluting with dichloromethane, methanol and 50% aqueous solution of formic acid (95: 5: 0.5) to afford compound 14 (12 mg, 0.02 mmol, 16% yield). [M+H] + 468 HPLC/MS: Gilson instrument equipped with a C18 column Zorbax SBC18 (3. 5, UM, 2.1 x 50 mm) coupled with a diode array UV detector (220 nm) and a Finnigan Aqa mass spectrometer (electron spray, positive ionization). The following settings were used: flow rate: 1 mL/min; column temperature: 40°C ; gradient elution A/B (eluent A: 0.5% formic acid in water; eluent B: 0.5% formic acid in acetonitrile); t = 0 min. , A/B = 95: 5, t = 8 min. , A/B = 5 : 95; RT 4. 47 MIN. |
Reference:
[1]Celenza, Giuseppe; Vicario, Mattia; Bellio, Pierangelo; Linciano, Pasquale; Perilli, Mariagrazia; Oliver, Antonio; Blazquez, Jesús; Cendron, Laura; Tondi, Donatella
[ChemMedChem, 2018, vol. 13, # 7, p. 713 - 724]
[2]Current Patent Assignee: GEFIM S.P.A. - WO2004/56798, 2004, A1
Location in patent: Page 23