N4-(2-aminoethyl)pyrimidine-2,4-diamine dihydrochloride → N4-{2-[(2-aminopyrimidin-4-yl)amino]ethyl}-8-phenyl-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidine-2,4-diamine

HRID 2386998Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2386998
CC1C=CC(S(O[C:12]2[C:13]3[CH2:23][CH2:22][CH2:21][CH:20]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:19][C:14]=3[N:15]=[C:16]([NH2:18])[N:17]=2)(=O)=O)=CC=1.Cl.Cl.[NH2:32][CH2:33][CH2:34][NH:35][C:36]1[CH:41]=[CH:40][N:39]=[C:38]([NH2:42])[N:37]=1>>[NH2:42][C:38]1[N:37]=[C:36]([NH:35][CH2:34][CH2:33][NH:32][C:14]2[C:13]3[CH2:23][CH2:22][CH2:21][CH:20]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:19][C:12]=3[N:17]=[C:16]([NH2:18])[N:15]=2)[CH:41]=[CH:40][N:39]=1

Komponenten

3

Edukt 2

HCID 86638141N4-(2-aminoethyl)pyrimidine-2,4-diamine dihydrochlorideHCID 866381472-amino-8-phenyl-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidin-4-yl 4-methylbenzenesulfonate

Produkt 1

HCID 44609257N4-{2-[(2-aminopyrimidin-4-yl)amino]ethyl}-8-phenyl-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidine-2,4-diamine

Versuchsvorschrift

The product from Example 11C (102 mg, 0.248 mmol) and the product from Example 1E (73 mg, 0.323 mmol) were treated under the conditions of Example 1F to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.09-1.29 (m, 2H) 1.70-2.02 (m, 3H) 2.22-2.63 (m, 2H) 2.71 (dd, J=15.47, 5.16 Hz, 1H) 3.06-3.27 (m, 2H) 3.34-3.50 (m, 3H) 5.56-5.65 (m, 2H) 5.70-5.78 (m, 1H) 5.87 (s, 2H) 6.52 (s, 1H) 6.90 (s, 1H) 7.10-7.34 (m, 5H) 7.61 (d, J=5.55 Hz, 1H); MS (ESI+) m/z 391.1 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-b31c51eafd6c4c01a94449fe2732ed3b
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268846B2

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