関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | Sodium Azide | HCID 33557 | — |
| 反応物 | Methyl 3-bromo-4-methylbenzoate | HCID 7015747 | — |
| 反応物 | 3-Bromo-4-methylbenzonitrile | HCID 14004840 | — |
| 反応物 | N-(5'-cyano-2'-methyl-biphenyl-4-yl)-2,6-difluoro-benzamide | HCID 58683800 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | N-(5'-cyano-2'-methyl-biphenyl-4-yl)-2,6-difluoro-benzamide | HCID 58683800 | — |
| 生成物 | HCID 178424086 | HCID 178424086 | 159.9% |
反応手順
N-(5′-cyano-2′-methyl-biphenyl-4-yl)-2,6-difluoro-benzamide (Compound A) was prepared by an analogous method as Compound 1 except that 3-bromo-4-methyl-benzoic acid methyl ester was replaced with 2-bromo-4-cyano-toluene. A mixture of Compound A (348 mg 1 mmol), sodium azide (78 mg 1.2 mmol), and ammonium chloride (65 mg, 1.2 mmol) in DMF (5 ml) was stirred and heated at 120° C. for 10 hr. After cooling the reaction mixture to room temperature, EtOAc (200 ml) was added, and the mixture was washed with water (60 ml×3). The EtOAc layer was concentrated and the residue was subjected to silica gel chromatography (Hexanes:EtOAc, EtOAc:MeOH) to give the product, 2,6-difluro-N-[2′-methyl-5′-(1H-tetrazol-5-yl)-biphenyl-4-yl]-benzamide (313 mg, yield 80%) as a off-white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08202999B2 |
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| 出典データセット | uspto-grants-2012_06 |
|---|
| ORD ID | ord-0c25824cc6e54f03a01fc5989dbd3be5 |
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| 出典メモ | uspto-grants-2012_06 |
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