N-methylhex-5-en-1-amine 4-methylbenzenesulfonate → (2S,4S)-tert-butyl 4-(8-chloro-7-methoxy-2-(3-(trifluoromethyl)-1H-pyrazol-1-yl)quinolin-4-yloxy)-2-(hex-5-enyl(methyl)carbamoyl)pyrrolidine-1-carboxylate
Reaction equation
S(C1C=CC(C)=CC=1)(O)(=O)=O.[CH3:12][NH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH:18]=[CH2:19].[C:20]([O:24][C:25]([N:27]1[CH2:31][C@@H:30]([O:32][C:33]2[C:42]3[C:37](=[C:38]([Cl:45])[C:39]([O:43][CH3:44])=[CH:40][CH:41]=3)[N:36]=[C:35]([N:46]3[CH:50]=[CH:49][C:48]([C:51]([F:54])([F:53])[F:52])=[N:47]3)[CH:34]=2)[CH2:29][C@H:28]1[C:55](O)=[O:56])=[O:26])([CH3:23])([CH3:22])[CH3:21].C(N(C)C([C@@H]1C[C@@H](O)CN1C(OC(C)(C)C)=O)=O)CCCC=C>>[Cl:45][C:38]1[C:39]([O:43][CH3:44])=[CH:40][CH:41]=[C:42]2[C:37]=1[N:36]=[C:35]([N:46]1[CH:50]=[CH:49][C:48]([C:51]([F:54])([F:53])[F:52])=[N:47]1)[CH:34]=[C:33]2[O:32][C@@H:30]1[CH2:31][N:27]([C:25]([O:24][C:20]([CH3:21])([CH3:22])[CH3:23])=[O:26])[C@H:28]([C:55](=[O:56])[N:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH:18]=[CH2:19])[CH3:12])[CH2:29]1Participants
4
Reactant 3
Product 1
Procedure
Compound 114 was synthesized from compounds 32a and 113 as white foam in 87% yield, following the procedure as described for compound 48.
Sources & evidence
- ORD record
- ord-f4c9ea4e95d14be785a6da29a6dfddbe
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08093379B2
Reaction notes
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