(1R,2S)-ethyl 1-(1H-imidazole-1-carboxamido)-2-vinylcyclopropanecarboxylate → (1R,2S)-ethyl 1-((2S,4S)-4-(8-chloro-7-methoxy-2-(3-(trifluoromethyl)-1H-pyrazol-1-yl)quinolin-4-yloxy)-2-(hex-5-enyl(methyl)carbamoyl)pyrrolidine-1-carboxamido)-2-vinylcyclopropanecarboxylate
Reaction equation
N1([C:6]([NH:8][C@:9]2([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:11][C@H:10]2[CH:12]=[CH2:13])=[O:7])C=CN=C1.[Cl:19][C:20]1[C:21]([O:55][CH3:56])=[CH:22][CH:23]=[C:24]2[C:29]=1[N:28]=[C:27]([N:30]1[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[N:31]1)[CH:26]=[C:25]2[O:39][C@@H:40]1[CH2:44][NH:43][C@H:42]([C:45]([N:47]([CH2:49][CH2:50][CH2:51][CH2:52][CH:53]=[CH2:54])[CH3:48])=[O:46])[CH2:41]1.C(OC([C@@]1(NC(N2C[C@H](O)C[C@H]2C(=O)N(CCCCC=C)C)=O)C[C@@H]1C=C)=O)C>>[Cl:19][C:20]1[C:21]([O:55][CH3:56])=[CH:22][CH:23]=[C:24]2[C:29]=1[N:28]=[C:27]([N:30]1[CH:34]=[CH:33][C:32]([C:35]([F:36])([F:37])[F:38])=[N:31]1)[CH:26]=[C:25]2[O:39][C@@H:40]1[CH2:44][N:43]([C:6]([NH:8][C@:9]2([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:11][C@H:10]2[CH:12]=[CH2:13])=[O:7])[C@H:42]([C:45](=[O:46])[N:47]([CH2:49][CH2:50][CH2:51][CH2:52][CH:53]=[CH2:54])[CH3:48])[CH2:41]1Participants
4
Reactant 3
Product 1
Procedure
Compound 116 was synthesized from compounds 33 and 115 as a white solid in 75% yield, following the procedure as described for compound 50.
Sources & evidence
- ORD record
- ord-83132dd794984e6ead5c7896b0e2dbe1
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08093379B2
Reaction notes
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