HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192869Generated: October 31, 2026
Cyclobutanone → 4-(4-(1-Cyanocyclobutylamino)-2-fluorophenyl)-N-methylbutanamide
https://huagongshe.com/reaction/1192869
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclobutanone | HCID 14496 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | 4-(4-amino-2-fluorophenyl)-N-methylbutanamide | HCID 68733291 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(4-(1-Cyanocyclobutylamino)-2-fluorophenyl)-N-methylbutanamide | HCID 68942501 | 92% |
Reaction Steps
A mixture of 4-(4-Amino-2-fluorophenyl)-N-methylbutanamide (80) (8 mg, 0.04 mmol), cyclobutanone (5 mg, 0.08 mmol) and trimethylsilyl cyanide (TMSCN, 8 mg, 0.08 mmol) was heated to 80° C. and stirred for 15 h. To the medium was added ethyl acetate (2×20 mL) and then washed with water (2×20 mL). The organic layer was dried over MgSO4 and concentrated and the residue was purified with silica gel column chromatography (dichloromethane:acetone, 9:1) to give 4-(4-(1-Cyanocyclobutylamino)-2-fluorophenyl)-N-methylbutanamide (79) (10 mg, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680291B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-905785bdb8064407ab9b80d3547520c0 |
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| Source note | uspto-grants-2014_03 |
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