Реакция #45470

Уравнение реакции

Tert-butyl 4-(4-amino-7-iodofuro[32-c]pyridin-3-yl)-2-methoxyphenylcarbamate

trifluoroacetic acid

→

title compound

Выход 80.3%

3-(4-amino-3-methoxyphenyl)-7-iodofuro[3,2-c]pyridin-4-amine

Выход 80.3%

Растворители

dichloro-methane

Условия реакции

Обработка

1. 1
   Другоеthe solvent was removed in vacuo
2. 2
   workup.ADDITIONTo the residue was added water (15 mL) and dichloromethane (25 mL)
3. 3
   Другоеthe layers were separated
4. 4
   ЭкстракцияThe aqueous layer was extracted with dichloromethane (2×10 mL)
5. 5
   Сушкаthe combined organic layers were dried over anhydrous magnesium sulfate
6. 6
   ДругоеThe solvent was removed in vacuo

Методика

Tert-butyl 4-(4-amino-7-iodofuro[32-c]pyridin-3-yl)-2-methoxyphenylcarbamate (3.98 g 8.28 mmol) was added to a 20% solution of trifluoroacetic acid in dichloro-methane (150 mL). The mixture was stirred for two hours and then the solvent was removed in vacuo. To the residue was added water (15 mL) and dichloromethane (25 mL). The mixture was adjusted to pH 12 with 1 N aqueous sodium hydroxide and the layers were separated. The aqueous layer was extracted with dichloromethane (2×10 mL) and the combined organic layers were dried over anhydrous magnesium sulfate. The solvent was removed in vacuo to give the title compound (2.534 g, 80%). 1H NMR (DMSO-d6, 400 MHz) □ 8.03 (s, 1H) 7.94 (s, 1H) 6.91 (d, 1H) 6.82 (dd, 1H) 6.75 (d, 1H) 5.69-5.77 (bs, 2H) 4.96-5.05 (bs, 2H) 3.81 (s, 3H); RP-HPLC (Conditions f) Rt 11.22 min.; MS: MH+ 382.

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