* 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.
A mixture of L-homoalanine hydrogen chloride (1.0 g, 7.16 mmol) and sodium hydroxide (0.63 g, 15.8 mmol) in water (15 mL) was stirred at r.t. for 5 min. The reaction mixture was cooled to 00C, diluted with 1,4-dioxane (15 mL), and triethyl amine (1.2 mL, 8.60 mmol) and 3-trifluoromethylbenzenesulphonyl chloride (95%, 1.2 mL, 7.16 mmol) were added sequentially. The reaction mixture was gradually warmed to r.t., 1,4-dioxane was removed in vacuo and the aqueous portion was acidified to pH 4 with 1.0N HCl. The product was extracted with EtOAc. Removal of the solvents afforded the titled compound as a colorless oil, which was used in the following reaction without purification.
With sodium methylate; In 2-methoxy-ethanol; for 7.0h;Reflux;
To a mixture of l-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (1 10 mg, 0.34 mmol) and 3-(S)-amino-butyric acid HC1 salt (475 mg, 3.4 mmol) (Oakwood Products) in 2-methoxyethanol (10 mL) was added NaOMe solid (330 mg, 6.12 mmol). The resultant mixture was refluxed for 7 h. Reaction mixture was concentrated and the residue was dissolved in water (100 mL). It was acidified by 1 N HC1 to pH = 3-4 and then extracted with EtOAc. Organic layer was washed with water, brine and dried over MgS04. It was filtered and concentrated. The crude product was triturated with (1/1) EtOAc/hexanes. Solid was collected and dried in vacuo to provide the title compound 52 mg (0.13 mmol) in 39% yield. LC-MS ESI-: 390.02 (M-l)
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
