Sodium trimethylsilanolate → 6-Chloro-1-methylcarbamoylmethyl-1H-indole-3-carboxylic acid
Reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:16](=[O:21])C(F)(F)F)=[CH:7][N:8]2[CH2:11][C:12]([NH:14][CH3:15])=[O:13])=[CH:4][CH:3]=1.C[Si](C)(C)[O-:24].[Na+]>ClCCCl>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:16]([OH:21])=[O:24])=[CH:7][N:8]2[CH2:11][C:12](=[O:13])[NH:14][CH3:15])=[CH:4][CH:3]=1Participants
4
Procedure
2-[6-Chloro-3-(2,2,2-trifluoro-acetyl)-indol-1-yl]-N-methyl-acetamide was suspended in DCE and treated with (2.2 eq.) of sodium trimethylsilanolate. After shaking at room temperature for 20 min, the mixture was concentrated in vacuo and purified by prep. HPLC to give the title compound.
Workup
- concentrationthe mixture was concentrated in vacuo
- custompurified by prep
Sources & evidence
- ORD record
- ord-f07cb4c8e2b444a2ad2eedeaf712b641
- Source dataset
- uspto-grants-2008_04
- Patent number
- US07351706B2
Reaction notes
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