5-Nitroindole-2-carboxylic acid → HCID 21880759, compound
Reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([C:13]([OH:15])=[O:14])=[CH:7]2)([O-:3])=[O:2].FC(F)(F)C(O[C:21]1[C:26]([F:27])=[C:25]([F:28])[C:24]([F:29])=[C:23]([F:30])[C:22]=1[F:31])=O>>[F:27][C:26]1[C:21]([O:14][C:13]([C:8]2[NH:9][C:10]3[C:6]([CH:7]=2)=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=3)=[O:15])=[C:22]([F:31])[C:23]([F:30])=[C:24]([F:29])[C:25]=1[F:28]Participants
3
Procedure
Compound 105 was prepared from compound 104 with pentafluorophenyl trifluoroacetate according to the procedure for 3, and purified by chromatography (toluene-EtOAc 35:1). Yield: 57%.
Workup
- custompurified by chromatography (toluene-EtOAc 35:1)
Sources & evidence
- ORD record
- ord-e99fd2746aac409d8f2fa7d29b4bf24a
- Source dataset
- uspto-grants-2006_11
- Patent number
- US07141680B2
Reaction notes
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