HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 3-{6-Chloro-7-fluoro-1-[1-(2-hydroxy-ethyl)-1H-pyrazol-4-yl]-2-methyl-1H-indol-3-ylsulfanyl}-benzoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 3-(1-{1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1H-pyrazol-4-yl}-6-chloro-7-fluoro-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid ethyl ester | HCID 66765209 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-{6-Chloro-7-fluoro-1-[1-(2-hydroxy-ethyl)-1H-pyrazol-4-yl]-2-methyl-1H-indol-3-ylsulfanyl}-benzoic acid ethyl ester | HCID 66765455 | — |
Reaction Steps
To a stirred solution of 3-(1-{1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1H-pyrazol-4-yl}-6-chloro-7-fluoro-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid ethyl ester (0.125 g, 0.21 mmol) in THF (2 mL) at room temperature was added TBAF (0.30 mL of a 1.0 M solution in THF, 0.30 mmol). The mixture was stirred for and additional 5 minutes, then subjected to standard aqueous workup to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000025B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-6552c1e521ba495e848f1a0ae6cf098d |
| Source note | uspto-grants-2015_04 |