Reaktion #79902

Reaktionsgleichung

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

N1-phenyl -2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide

Hypersil

→

trans-N-phenyl-2-(4-{4-amino-7-[4-(4-methylpiperazino)cyclohexyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}phenyl)acetamide trismaleate

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Vorschrift

trans-N-phenyl-2-(4-{4-amino-7-[4-(4-methylpiperazino)cyclohexyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}phenyl)acetamide trismaleate was prepared from trans-4-chloro-5-iodo-7-[4-(4-methylpiperazino)cyclohexyl]-7H-pyrrolo[2,3-d]pyrimidine (1.0 g, 2.18 mmol) and N1-phenyl -2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide in a similar method to that described for the cis-isomer: 1H NMR (DMSO-d6, 400 MHz) 10.18(s, 1H), 8.18(s, 1H), 7.61(d, 2H), 7.51(m, 5H), 7.31(t, 2H), 7.04(t, 1H), 6.3(bs, 2H), 6.11(s, 6H), 4.58(m, 1H), 3.69(s, 2H), 2.6-3.6(bm, 9H), 2.68(s, 3H), 1.91-2.04(m, 6H), 1.51-1.59(m, 2H);); RP-HPLC (Hypersil HS C18, 5 m, 100 A, 250×4.6 mm; 25%-100% acetonitrile over 10 min, 1 mL/min) tr 6.07 min.; MS:MH+ 524.3.

Quelle