Application of 832715-99-8 , The common heterocyclic compound, 832715-99-8, name is 6-(tert-Butyl)nicotinic acid, molecular formula is C10H13NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
Step 3: Preparation of (R)-2-(3-(6-tert-butylnicotinamido)piperidin- 1 -yl)-5-(pyridin-2- ylamino)thiazole-4-carboxamide To a solution of 6-tert-butylnicotinic acid (23.5 mg, 131 imol) and 2-((R)-3-amino-piperidin-1-yl)-5-(pyridin-2-ylamino)-thiazole-4-carboxylic acid amide (38 mg, 119 imol) in N,Ndimethylformamide (1 mL) was added diisopropylethylamine (35 tL, 200 imol) followed by 0- (benzotriazol- 1 -yl)-N,N,N?,N?-tetramethyluronium hexafluorophosphate (61 mg, 161 imol). After stirring at ambient temperature overnight under an atmosphere of argon the reaction was quenched by the addition of saturated aqueous ammonium chloride (2 mL), the mixture pouredinto water (5 mL) and extracted with ethyl acetate (3 x 3 mL). The combined organic extracts were washed with brine (2 x 2 mL), dried over sodium sulfate, filtered and concentrated in vacuo to a yellow solid. The crude product was purified by chromatography using a 13 g C-18 column gradient eluted from 10% acetonitrile in water up to 100% acetonitrile. The product containing fractions were combined and concentrated in vacuo and the residue lyophilized from acetonitrile / water to give (R)-2-(3-(6-tert-butylnicotinamido)piperidin- 1 -yl)-5-(pyridin-2-ylamino)thiazole- 4-carboxamide as a pale yellow solid (37.8 mg, 66 %).LC/MS: mlz calculated for C24H29N702S ([M+Hj): 480.6. Found: 480.3 (positive modeelectrospray ionization).
The synthetic route of 832715-99-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HUBY, Nicholas John Silvester; LOPEZ-TAPIA, Francisco Javier; SO, Sung-Sau; WO2014/90715; (2014); A1;,
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