HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17609Generated: October 30, 2026
Triethylamine → HCID 68587044, compound
https://huagongshe.com/reaction/17609
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3S)-(-)-3-(Dimethylamino)pyrrolidine | HCID 7019156 | — |
| Reactant | HCID 68584984 | HCID 68584984 | — |
| Solvent | Dimethyl Sulfide | HCID 1068 | — |
| Product | HCID 68587044 | HCID 68587044 | 46.1% |
Reaction Steps
2-Cyclopropyl-7-fluoro-6-isopropenyl-5-methyl-1,3-benzoxazole-4-carbonitrile (I-315) (34 mg, 0.13 mmol) was dissolved in dimethyl sulfide (2 ml), then triethylamine (38 μl, 0.27 mmol) and (3S)-3-(dimethylamino)pyrrolidine (36 μl, 0.28 mmol) were added, followed by stirring under nitrogen atmosphere at 90° C. for 4 hours. After cooled, this was concentrated under reduced pressure, diluted with chloroform and washed with saturated brine. The organic layer was dried over anhydrous magnesium sulfate, then the solvent was evaporated away under reduced pressure. The resulting residue was purified by preparative TLC (eluent, chloroform:methanol=10:1, v/v) to obtain the entitled compound (21 mg, 25%) as a brown crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07737166B2 |
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| Source dataset | uspto-grants-2010_06 |
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| ORD ID | ord-81fd409dc70646578783faff6114b640 |
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| Source note | uspto-grants-2010_06 |
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