Tert-butyl 4-aminophenethylcarbamate → tert-Butyl 4-[3-[[3-carbamoyl-4-[(3-methoxyphenyl)amino]-8-methylquinolin-6-yl]sulfonyl]benzamido]phenethylcarbamate
Reaction equation
OCC[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][NH:10][C:11]([C:13]1[CH:14]=[C:15]([S:19]([C:22]2[CH:23]=[C:24]3[C:29](=[C:30]([CH3:32])[CH:31]=2)[N:28]=[CH:27][C:26]([C:33]([NH2:35])=[O:34])=[C:25]3[NH:36][C:37]2[CH:42]=[CH:41][CH:40]=[C:39]([O:43][CH3:44])[CH:38]=2)(=[O:21])=[O:20])[CH:16]=[CH:17][CH:18]=1)=[O:12].NC1C=CC([CH2:50][CH2:51][NH:52][C:53](=[O:59])[O:54][C:55]([CH3:58])([CH3:57])[CH3:56])=CC=1>>[C:33]([C:26]1[CH:27]=[N:28][C:29]2[C:24]([C:25]=1[NH:36][C:37]1[CH:42]=[CH:41][CH:40]=[C:39]([O:43][CH3:44])[CH:38]=1)=[CH:23][C:22]([S:19]([C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][CH:16]=1)[C:11]([NH:10][C:9]1[CH:4]=[CH:5][C:6]([CH2:50][CH2:51][NH:52][C:53](=[O:59])[O:54][C:55]([CH3:58])([CH3:57])[CH3:56])=[CH:7][CH:8]=1)=[O:12])(=[O:21])=[O:20])=[CH:31][C:30]=2[CH3:32])(=[O:34])[NH2:35]Participants
3
Reactant 2
Product 1
Procedure
The title compound was synthesized in a manner analogous to that described for Intermediate 70, using Intermediate 27 in place of 8-aminooctanol. 1H NMR (400 MHz, DMSO-d6) δ510.80 (s, 1H), 10.46 (s, 1H), 9.09 (s, 1H), 8.25-8.39 (m, 3H), 8.21 (d, J=7.9 Hz, 1H), 8.04 (s, 1H), 7.87 (d, J=8.0 Hz, 1H), 7.72-7.80 (m, 2H), 7.69 (d, J=8.4 Hz, 2H), 7.20 (d, J=8.4 Hz, 2H), 7.11 (t, J=8.0 Hz, 1H), 6.88 (t, J=5.4 Hz, 1H), 6.60-6.68 (m, 2H), 6.52 (d, J=8.3 Hz, 1H), 3.60 (s, 3H), 3.08-3.18 (m, 2H), 2.65-2.73 (m, 5H), 1.40 (s, 9H); ES/MS calcd. for C38H40N6O7S+ 710.3. Found m/z=710.3 (M+H)+.
Sources & evidence
- ORD record
- ord-60e97daaf0464779a2660407bf1d6b82
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08394829B2
Reaction notes
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