171178-46-4

基本信息
5-BOC-氨基-2-氯吡啶-4-羧酸
5-((叔丁氧基羰基)氨基)-2-氯異煙酸
5-叔丁氧基羰基氨基-2-氯吡啶-4-甲酸
5-BOC-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID
5-Amino-2-chloroisonicotinic acid, 5-BOC protected
5-[(TERT-BUTOXYCARBONYL)AMINO]-2-CHLOROISONICOTINIC ACID
5-[(tert-Butoxycarbonyl)amino]-2-chloropyridine-4-carboxylic acid
2-chloro-5-[(2-methylpropan-2-yl)oxycarbonylamino]pyridine-4-carboxylicaci
5-[(TERT-BUTOXYCARBONYL)AMINO]-2-CHLOROISONICOTINIC ACID ISO 9001:2015 REACH
4-Pyridinecarboxylic acid, 2-chloro-5-[[(1,1-dimethylethoxy)carbonyl]amino]-
物理化學(xué)性質(zhì)
安全數(shù)據(jù)
制備方法

124-38-9

171178-45-3

171178-46-4
步驟(c):5-叔丁氧基羰基氨基-2-氯吡啶-4-甲酸的合成 將6-氯吡啶-3-基氨基甲酸叔丁酯(800 mL乙醚懸浮液)與TMEDA混合,冷卻至-75℃。在溫度低于-65℃的條件下,緩慢滴加1.6 M正丁基鋰的己烷溶液。滴加完畢后,將反應(yīng)混合物升溫至-15℃至-10℃,并在該溫度范圍內(nèi)攪拌2小時(shí)。隨后,將混合物再次冷卻至-75℃,并向其中通入干燥的二氧化碳?xì)怏w3小時(shí)。之后,讓反應(yīng)混合物緩慢升溫至室溫過夜,期間持續(xù)通入二氧化碳。反應(yīng)完成后,用20%氫氧化銨水溶液(1.8 L)小心淬滅反應(yīng),水相用乙醚萃取。然后用50%鹽酸水溶液酸化至pH 5,過濾收集生成的固體,用水洗滌并干燥,得到33.07 g(69.3%收率)的5-叔丁氧基羰基氨基-2-氯吡啶-4-甲酸,為淺黃色固體。 1H NMR (400 MHz, DMSO-d6) δ ppm: 1.5 (s, 9H), 7.7 (s, 1H), 9.1 (s, 1H), 10.0 (s, 1H). MS (APCI) m/z: [M + 1]+ = 273.1.
參考文獻(xiàn):
[1] Patent: WO2005/16926, 2005, A1. Location in patent: Page/Page column 114-115
[2] ACS Medicinal Chemistry Letters, 2018, vol. 9, # 3, p. 256 - 261
[3] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 11, p. 1401 - 1405
[4] Patent: WO2005/16926, 2005, A1. Location in patent: Page/Page column 122-123
[5] Journal of the Chemical Society - Perkin Transactions 1, 1996, # 18, p. 2221 - 2226