HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17565Generated: October 26, 2026
Triethylamine → HCID 68587064, compound
https://huagongshe.com/reaction/17565
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3S)-(-)-3-(Dimethylamino)pyrrolidine | HCID 7019156 | — |
| Reactant | tert-butyl N-(4-cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazol-2-yl)-beta-alaninate | HCID 68585188 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 68587064 | HCID 68587064 | 29% |
Reaction Steps
(3S)-3-(dimethylamino)pyrrolidine (161 μl, 1.27 mmol) and triethylamine (177 μl, 1.27 mmol) were added to a dimethyl sulfoxide (9 ml) solution of tert-butyl N-(4-cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazol-2-yl)-β-alaninate (I-278) (335 mg, 0.847 mmol), followed by stirring in an oil bath at 150° C. for 5 hours. The reaction liquid was concentrated under reduced pressure, the residue was dissolved in ethyl acetate and washed with water and saturated brine. After drying over anhydrous sodium sulfate, the insoluble matter was separated by filtration, the residue obtained by concentration was purified by silica gel column chromatography (eluent, chloroform:methanol=20:1, v/v) to obtain the entitled compound (120 mg, 29%) as a brown oily substance.
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-02128ba85eb246c388068ad31dc9d916 |
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| Source note | uspto-grants-2010_06 |
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