Reaktion #79851

Reaktionsgleichung

trans-4-chloro-5-(3-methoxy-4-phenoxyphenyl)-7-[4-(methylpiperazino)cyclohexyl]-7H-pyrrolo[2,3-d]pyrimidine

ammonium hydroxide

→

trans-5-(3-methoxy-4-phenoxyphenyl)-7-[4-(4-methylpiperazino)cyclohexyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine acetate

Ausbeute 58.0%

Lösungsmittel

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthen cooled
2. 2
   Einengenconcentrated under reduced pressure
3. 3
   Sonstigepurified by preparative RP-HPLC

Vorschrift

A mixture of trans-4-chloro-5-(3-methoxy-4-phenoxyphenyl)-7-[4-(methylpiperazino)cyclohexyl]-7H-pyrrolo[2,3-d]pyrimidine (220 mg, 0.414 mmol) in 1,4-dioxane (20 mL) and 30% aqueous ammonium hydroxide (20 mL) was heated at 120° C. in a sealed tube for 18 hours then cooled, concentrated under reduced pressure and purified by preparative RP-HPLC to give trans-5-(3-methoxy-4-phenoxyphenyl)-7-[4-(4-methylpiperazino)cyclohexyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine acetate (122 mg, 58%): 1H NMR (DMSO-d6, 400 MHz) δ 8.14(s, 1H), 7.49(s, 1H), 7.32(t, 2H), 7.22(s, 1H), 7.10(d, 1H), 7.05(m, 2H), 6.92(d, 2H), 6.2(bs, 2H), 4.56(m, 1H), 3.79 (s, 3H), 2.2-2.6(m, 9H), 2.15(s, 3H), 1.8-2.05(m, 6H), 1.90(s, 6H), 1.45(m, 2H); MS MH-513.4; RP-HPLC (Hypersil HS, 5 μm, 100 A 4.6×250 mm; 25%-100% acetonitrile—0.05 M ammonium acetate over 10 min, 1 ml/min) tr 14.77 min.

Quelle