反応 #1111887

ord-42dde48f318a43a898fb3e95869c75c1

反応方程式

N#Cc1ccc(Oc2nc(Oc3cccc(OC(F)(F)F)c3)c(C(=O)O)cc2F)cc1
6-(4-cyano phenoxy)-5-fluoro-2-(3-trifluoromethoxy phenoxy)nicotinic acid
CC(C)(C)OC(=O)NCCC1CCNCC1
(2-piperidin-4-yl-ethyl)-carbamic acid tert-butyl ester
CC(C)(C)OC(=O)NCCC1CCN(C(=O)c2cc(F)c(Oc3ccc(C#N)cc3)nc2Oc2cccc(OC(F)(F)F)c2)CC1
required product
収率 57.1%
CC(C)(C)OC(=O)NCCC1CCN(C(=O)c2cc(F)c(Oc3ccc(C#N)cc3)nc2Oc2cccc(OC(F)(F)F)c2)CC1
(2-{1-[6-(4-cyano phenoxy)-5-fluoro-2-(3-trifluoromethoxy phenoxy)pyridine-3-carbonyl]piperidin-4-yl}ethyl)carbamic Acid Tert-butyl Ester
収率 57.1%

反応条件

詳細条件
See reaction.notes.procedure_details.

実験手順

6-(4-cyano phenoxy)-5-fluoro-2-(3-trifluoromethoxy phenoxy)nicotinic acid (1.3 g, 2.99 mmol) and (2-piperidin-4-yl-ethyl)-carbamic acid tert-butyl ester (0.684 g, 3.0 mmol) were coupled using the procedure of Example 5(c) to afford 1.1 g of the required product. 1HNMR (DMSO-d6): δ 1.2 (2H, m), 1.4 (9H, d), 1.5 (2H, m), 1.6 (2H, m), 2.2 (1H, m), 2.35 (1H, m), 3.0 (3H, m), 3.7 (1H, m), 4.45 (1H, m), 6.78 (1H, m), 7.18 (1H, m), 7.26 (2H, m), 7.32 (1H, s), 7.46 (1H, m), 7.76 (1H, m), 7.86 (1H, s), 8.1 (1H, m).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08722930B2uspto-grants-2014_05