1-(4-Aminoquinazoline-7-ylmethyl)-3-propyl-piperazine-2-one → 4-[3-(6-Amino-pyridin-3-yl)-acryloyl]-1-(4-amino-quinazolin-7-ylmethyl)-3-(S)-propyl-piperazin-2-one
Reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][N:13]3[CH2:18][CH2:17][NH:16][CH:15]([CH2:19][CH2:20][CH3:21])[C:14]3=[O:22])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:23][C:24]1[N:29]=[CH:28][C:27]([CH:30]=[CH:31][C:32](O)=[O:33])=[CH:26][CH:25]=1>>[NH2:23][C:24]1[N:29]=[CH:28][C:27]([CH:30]=[CH:31][C:32]([N:16]2[CH2:17][CH2:18][N:13]([CH2:12][C:8]3[CH:7]=[C:6]4[C:11]([C:2]([NH2:1])=[N:3][CH:4]=[N:5]4)=[CH:10][CH:9]=3)[C:14](=[O:22])[C@@H:15]2[CH2:19][CH2:20][CH3:21])=[O:33])=[CH:26][CH:25]=1Participants
3
Procedure
The title compound is prepared as described in EXAMPLE 123, using 1-(4-aminoquinazoline-7-ylmethyl)-3-propyl-piperazine-2-one, EXAMPLE 78 and 3-(6-amino-pyridin-3-yl)-acrylic acid, EXAMPLE 36. 1H NMR (d6-DMSO, 300 MHz) δ9.73 (bs, 2H), 8.81 (s, 1H), 8.36 (m, 2H), 8.22 (m, 3H), 7.62 (d, 1H), 7.52 (m, 1H), 7.39 (m, 1H), 7.21 (m, 1H), 6.91 (d, 1H), 5.00 (m, 1H), 4.78 (m, 1H), 4.60 (m, 2H), 4.34 (m, 1H), 3.30 (m, 2H), 1.87 (m, 2H), 1.24 (m, 2H), 0.90 (m, 3H). MS (ion spray), m/z, 446, 448 (M+H), (Cl pattern).
Sources & evidence
- ORD record
- ord-3387d366f278447091e4626fcffa3728
- Source dataset
- uspto-grants-2009_11
- Patent number
- US07612075B2
Reaction notes
Loading…