1,1,1-Trifluoro-2-iodoethane → HCID 58614893, compound
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:21])[C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[N:12][C:11]=2[CH3:20])=[CH:4][C:3]=1[C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][N:23]=1.[F:29][C:30]([F:34])([F:33])[CH2:31]I>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:21])[C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:17])([F:19])[F:18])=[N:12][C:11]=2[CH3:20])=[CH:4][C:3]=1[C:22]1[CH:27]=[CH:26][C:25]([O:28][CH2:31][C:30]([F:34])([F:33])[F:29])=[CH:24][N:23]=1Participants
3
Procedure
N-(4-chloro-3-(5-hydroxypyridin-2-yl)phenyl)-2-methyl-6-(trifluoromethyl)nicotinamide (0.12 mmol) was used in Procedure L with excess trifluoroethyl iodide. Purified by silica gel chromatography (0-40% ethyl acetate/hexane) to yield N-(4-chloro-3-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)phenyl)-2-methyl-6-(trifluoromethyl)nicotinamide as a white solid: TLC Rf=0.64 (40% ethyl acetate/hexanes); MS (Q1) 490 (M)+.
Workup
- customPurified by silica gel chromatography (0-40% ethyl acetate/hexane)
Sources & evidence
- ORD record
- ord-9e88105983c343429709ecea30f3e66a
- Source dataset
- uspto-grants-2011_02
- Patent number
- US07888364B2
Reaction notes
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