N-BOC-ethylenediamine → tert-butyl 2-[(2-amino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-4-yl)amino]ethylcarbamate

HRID 2386983Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2386983
[NH2:1][CH2:2][CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].Cl[C:13]1[C:14]2[CH2:24][CH2:23][CH2:22][C:21]3[CH:25]=[CH:26][CH:27]=[CH:28][C:20]=3[C:15]=2[N:16]=[C:17]([NH2:19])[N:18]=1>>[NH2:19][C:17]1[N:18]=[C:13]([NH:1][CH2:2][CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:8])([CH3:10])[CH3:9])[C:14]2[CH2:24][CH2:23][CH2:22][C:21]3[CH:25]=[CH:26][CH:27]=[CH:28][C:20]=3[C:15]=2[N:16]=1

Komponenten

3

Edukt 2

HCID 187201N-BOC-ethylenediamineHCID 866218984-chloro-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-2-amine

Produkt 1

HCID 68604420tert-butyl 2-[(2-amino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-4-yl)amino]ethylcarbamate

Versuchsvorschrift

tert-Butyl 2-aminoethylcarbamate (595 mg, 3.71 mmol) and the product from Example 1C (702 mg, 2.86 mmol) were treated under the conditions described in Example 1D to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.38 (s, 9H) 1.97-2.08 (m, 2H) 2.15 (t, J=6.27 Hz, 2H) 2.43-2.49 (m, 2H) 3.15 (q, J=6.22 Hz, 2H) 3.33-3.42 (m, 2H) 5.84 (s, 2H) 6.68 (s, 1H) 6.89 (t, J=5.43 Hz, 1H) 7.20-7.27 (m, 1H) 7.27-7.37 (m, 2H) 7.49-7.57 (m, 1H); MS (ESI+) m/z 370.0 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-b991810c81b445a6b6e43d30ab71c677
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268846B2

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