Hydrochloric Acid → 6-Chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-amine Dihydrochloride

A solution of tert-butyl [3-(2-{2-[(tert-butoxycarbonyl)amino]-5-[(2,5-dichloropyrimidin-4-yl)amino]phenyl}ethyl)phenyl]carbamate (4.70 g, 8.18 mmol) in acetonitrile (750 mL), water (75 mL) and 2-butanol (1.0 mL) was treated with 4.0 M of hydrogen chloride in 1,4-dioxane (7.2 mL, 28.6 mmol) and refluxed for 20 hours. The reaction mixture was concentrated and the tan solid was triturated with dichloromethane and methanol to give the desired product (2.83 g, 84%). LCMS calculated for C18H17ClN5(M+H)+: m/z=338.1. 1H NMR (400 MHz, DMSO-d6): δ 8.37 (s, 1H), 7.89 (s, 1H), 7.79 (s, 1H), 7.59 (m, 1H), 7.43 (m, 3H), 7.36 (d, 1H), 7.17 (m, 2H), 6.91 (dd, 2H), 3.08 (d, 4H).

1. temperaturerefluxed for 20 hours
2. concentrationThe reaction mixture was concentrated
3. customthe tan solid was triturated with dichloromethane and methanol

ORDレコード

ord-936308a146e140a19aa23433aac4f109

出典データセット

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08871753B2