HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873968Generated: November 2, 2026
Ammonium Chloride → HCID 178455474, compound
https://huagongshe.com/reaction/1873968
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 59370713 | HCID 59370713 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178455474 | HCID 178455474 | 58.2% |
Reaction Steps
Under nitrogen atmosphere, 6-tert-butyldiphenylsilyloxyindazole (29.246 g) which can be prepared according to the method described in Reference example 36, etc. was dissolved in dehydrated THF (200 mL). After cooling to 0° C., potassium tert-butoxide (18.2190 g; manufactured by Kanto Chemical Co., Inc.) and N-chlorosuccinimide (17.0497 g; manufactured by Kanto Chemical Co., Inc.) were added and then stirred for four hours while increasing the temperature from 0° C. to room temperature. The reaction solution was added to a saturated aqueous solution of ammonium chloride and extraction was carried out twice with ethyl acetate. The organic layer was washed once with brine and dried over magnesium sulfate. After the solvent was evaporated under reduced pressure, the resulting residue was purified by column chromatography (“COLUMN-A”; n-hexane:ethyl acetate=88:12→67:33) to obtain the title compound (18.592 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08304443B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-b82e9bc6b7b8403c88c50dabd64c517e |
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| Source note | uspto-grants-2012_11 |
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