tert-Butyl (3-aminopropyl)carbamate → tert-butyl 3-[(2-amino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-4-yl)amino]propylcarbamate

HRID 2386981Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2386981
[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:12])[O:7][C:8]([CH3:11])([CH3:10])[CH3:9].Cl[C:14]1[C:15]2[CH2:25][CH2:24][CH2:23][C:22]3[CH:26]=[CH:27][CH:28]=[CH:29][C:21]=3[C:16]=2[N:17]=[C:18]([NH2:20])[N:19]=1>>[NH2:20][C:18]1[N:19]=[C:14]([NH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:12])[O:7][C:8]([CH3:9])([CH3:11])[CH3:10])[C:15]2[CH2:25][CH2:24][CH2:23][C:22]3[CH:26]=[CH:27][CH:28]=[CH:29][C:21]=3[C:16]=2[N:17]=1

Komponenten

3

Edukt 2

HCID 2735700tert-Butyl (3-aminopropyl)carbamateHCID 866218984-chloro-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-2-amine

Produkt 1

HCID 68603502tert-butyl 3-[(2-amino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-4-yl)amino]propylcarbamate

Versuchsvorschrift

tert-Butyl 3-aminopropylcarbamate (120 mg, 0.690 mmol) and the product from Example 1C (113 mg, 0.460 mmol) were treated under the conditions described in Example 1D to afford the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 1.47 (s, 9H) 1.65-1.81 (m, 2H) 2.06-2.27 (m, 4H) 2.58 (t, J=6.74 Hz, 2H) 3.22 (q, J=5.95 Hz, 2H) 3.56 (q, J=6.08 Hz, 2H) 4.93 (s, 2H) 5.47-5.76 (m, 2H) 7.16-7.23 (m, 1H) 7.28-7.40 (m, 2H) 7.64-7.71 (m, 1H); MS (ESI+) m/z 384.1 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-8744bd3136e5426cbb7b8c839ea754a3
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268846B2

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