HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713988Generated: October 25, 2026
Dichloromethane → HCID 68172804, compound
https://huagongshe.com/reaction/713988
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | N-Boc-5-Hydroxyindoline | HCID 10657398 | — |
| Reactant | HCID 86668431 | HCID 86668431 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | HCID 68172804 | HCID 68172804 | 40% |
Reaction Steps
A mixture of 5-hydroxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (0.33 g, 1.4 mmol), cesium carbonate (0.93 g, 2.8 mmol), and methanesulfonic acid 4-trifluoromethyl-cyclohexyl ester (0.70 g, 2.8 mmol) in t-BuOH (5 mL) and 2-butanone (2.5 mL) was heated in a sealed vial at 100° C. overnight. The mixture was treated with dichloromethane to form precipitate. The solid was filtered off and the filtrate was concentrated. The residue was treated with minimum of amount dichloromethane to form solid during 2 days. The solid was filtered and washed with ether to give desired product (200 mg, yield: 40%). ESI-MS: 408.20 (M+23)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09186367B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-41f2680e557f44d88e0c20981204afae |
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| Source note | uspto-grants-2015_11 |
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