HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 502280Generated: November 2, 2026
Dimethylformamide → HCID 59425549, compound
https://huagongshe.com/reaction/502280
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | HCID 59030440 | HCID 59030440 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59425549 | HCID 59425549 | 33% |
Reaction Steps
A mixture of [4-(3-Chloro-6-Methoxy-1H-indol-2-yl)-phenyl]-carbamic acid isopropyl ester (50 mg, 0.14 mmol), Cs2CO3 (95 mg, 0.29 mmol), bromomethylcyclopropane (18 μL, 0.18 mmol), and DMF (200 μL) was stirred at 60° C. for 4 h. The reaction mixture was then stirred at room temperature for 1 h, diluted with H2O and extracted with EtOAc. The organic layer was washed with H2O and brine and then dried, concentrated and purified by silica gel chromatography (7:3 CH2Cl2/hexane) to provide [4-(3-chloro-1-cyclopropylmethyl-6-methoxy-1H-indol-2-yl)-phenyl]-carbamic acid isopropyl ester (19 mg, 33%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07772271B2 |
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| Source dataset | uspto-grants-2010_08 |
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| ORD ID | ord-a87324aa620d41c1b902361ff4761eb0 |
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| Source note | uspto-grants-2010_08 |
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