HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17607Generated: October 29, 2026
Ethanol → 2-Cyclopropyl-7-[2-(dimethylamino)ethyl]-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile
https://huagongshe.com/reaction/17607
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 2-(4-Cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)-N,N-dimethylethanethioamide | HCID 86630882 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Cyclopropyl-7-[2-(dimethylamino)ethyl]-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile | HCID 68585919 | 47% |
Reaction Steps
Raney nickel (corresponding to 0.2 ml) was added to an ethanol (1 ml)/tetrahydrofuran (1 ml) solution of 2-(4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)-N,N-dimethylethanethioamide (I-314) (14.0 mg, 0.037 mmol), followed by stirring in an oil bath at 50° C. for 5 hours. The reaction liquid was filtered, the filtrate was concentrated, and the resulting residue was purified by preparative TLC (eluent, chloroform:methanol=10:1, v/v) to obtain the entitled compound (6.00 mg, 47%) as a white solid.
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-52b3350bcc5c486388cb12429730f8aa |
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| Source note | uspto-grants-2010_06 |
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