tert-butyl (3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate → 4-{5-[1-(4-Chloro-2-trifluoromethylbenzyl)-3-methyl-1H-indazol-5-ylmethylene]-2,4-dioxothiazolidin-3-yl}-(trans)-3-fluoropiperidine-1-carboxylic acid tert-butyl ester
Reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12](/[CH:16]=[C:17]4/[C:18](=[O:23])[NH:19][C:20](=[O:22])[S:21]/4)=[CH:13][CH:14]=3)[C:9]([CH3:24])=[N:8]2)=[C:4]([C:27]([F:30])([F:29])[F:28])[CH:3]=1.[C:31]([O:35][C:36]([N:38]1[CH2:43][CH2:42][C@H:41](O)[C@H:40]([F:45])[CH2:39]1)=[O:37])([CH3:34])([CH3:33])[CH3:32]>>[C:31]([O:35][C:36]([N:38]1[CH2:43][CH2:42][C@@H:41]([N:19]2[C:18](=[O:23])[C:17](=[CH:16][C:12]3[CH:11]=[C:10]4[C:15](=[CH:14][CH:13]=3)[N:7]([CH2:6][C:5]3[CH:25]=[CH:26][C:2]([Cl:1])=[CH:3][C:4]=3[C:27]([F:28])([F:30])[F:29])[N:8]=[C:9]4[CH3:24])[S:21][C:20]2=[O:22])[C@H:40]([F:45])[CH2:39]1)=[O:37])([CH3:34])([CH3:32])[CH3:33]Participants
3
Reactant 2
Product 1
Procedure
4-{5-[1-(4-Chloro-2-trifluoromethylbenzyl)-3-methyl-1H-indazol-5-ylmethylene]-2,4-dioxothiazolidin-3-yl}-(trans)-3-fluoropiperidine-1-carboxylic acid tert-butyl ester was prepared from [(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)-benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidine (from Example 36) and (cis)-3-fluoro-4-hydroxypiperidine-1-carboxylic acid tert-butyl ester (prepared as described in U.S. Pat. Pub. No. 2007/0249589) following General Procedure J.
Workup
- customprepared
Sources & evidence
- ORD record
- ord-ddd1e52303b84caa997b9f347b5ff188
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08796256B2
Reaction notes
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