HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184883Generated: November 1, 2026
Acetic Acid → N-(5-amino-2,4-difluorophenyl)-3-(2-cyanopropan-2-yl)benzamide
https://huagongshe.com/reaction/1184883
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 3-(2-cyanopropan-2-yl)-N-(2,4-difluoro-5-nitrophenyl)benzamide | HCID 67125705 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(5-amino-2,4-difluorophenyl)-3-(2-cyanopropan-2-yl)benzamide | HCID 67125648 | 70.6% |
Reaction Steps
To a mixture of 3-(2-cyanopropan-2-yl)-N-(2,4-difluoro-5-nitrophenyl)benzamide 72 (155 mg, 0.449 mmol) and zinc (440 mg, 6.73 mmol) in THF (5 mL) at −5° C., acetic acid (0.514 mL, 539 mg, 8.98 mmol) was added. The reaction was stirred 30 min at −5° C. and 1 h at rt. Ethanol and acetonitrile were added and filtrated. The filtrate was diluted with CH2Cl2 and washed with saturated NaHCO3 solution to give N-(5-amino-2,4-difluorophenyl)-3-(2-cyanopropan-2-yl)benzamide 73 (100 mg, 70%). (m/z)=316 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08669256B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-fe50019c4a89474b8a3bf92195f65ae4 |
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| Source note | uspto-grants-2014_03 |
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