Reaktion #627510

ord-222feb8bc0bd4cb187aab12db0958b92

Reaktionsgleichung

NCCN
ethane-1,2-diamine
NCC(O)CNc1cc(N2CCCc3ccccc3C2)nc2ccc(Cl)cc12
1-amino-3-{6-chloro-[2-(1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl)quinolin-4-yl]amino}propan-2-ol
c1ccc2c(c1)CCCNC2
2,3,4,5-tetrahydro-1H-2-benzazepine
NCC(O)CNc1cc(N2CCCc3ccccc3C2)nc2ccccc12
1-amino-3-{[2-(1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl)quinolin-4-yl]amino}propan-2-ol
NCC(O)CN
1,3-diamino-propan-2-ol
NC1=NCC(CNc2cc(N3CCCc4ccccc4C3)nc3ccc(Cl)cc23)O1
title compound
NC1=NCC(CNc2cc(N3CCCc4ccccc4C3)nc3ccc(Cl)cc23)O1
N-[(2-Amino-4,5-dihydro-1,3-oxazol-5-yl)methyl]-6-chloro-2-(1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl)quinolin-4-amine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewas prepared in Scheme 1

Vorschrift

The title compound was prepared in analogy to Example 9-1 by using 1-amino-3-{6-chloro-[2-(1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl)quinolin-4-yl]amino}propan-2-ol [It was prepared in Scheme 1 by using 2,3,4,5-tetrahydro-1H-2-benzazepine (commercial available) and 1,3-diamino-propan-2-ol (commercial available) instead of 7-bromo-2,3,4,5-tetrahydro-1H-2-benzazepine and ethane-1,2-diamine respectively.] instead of 1-amino-3-{[2-(1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl)quinolin-4-yl]amino}propan-2-ol. MS obsd. (ESI+) [(M+H)+] 422. 1H NMR (400 MHz, CD3OD) δ ppm 8.17 (s, 1 H), 7.82 (d, J=8.8 Hz, 1 H), 7.69 (m, 1 H), 7.52 (s, 1 H), 7.22 (m, 3 H), 6.15 (s, 1 H), 5.42 (m, 1 H), 4.99 (s, 2 H), 4.11 (m, 3 H), 3.94 (d, J=5.6 Hz, 2 H), 3.77 (dd, J=9.6, 6.8 Hz, 1 H), 3.09 (m, 2 H), 2.00 (d, J=5.6 Hz, 2 H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08871756B2uspto-grants-2014_10