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4'-(2,6-Difluoro-benzoylamino)-6-methyl-biphenyl-3-carboxylic acid methyl ester → 2-(3-Iodo-4-methylphenyl)-1,3,4-oxadiazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4'-(2,6-Difluoro-benzoylamino)-6-methyl-biphenyl-3-carboxylic acid methyl ester | HCID 11552658 | — |
| 反応物 | 3-Iodo-4-methylbenzohydrazide | HCID 59732500 | — |
| 生成物 | 2-(3-Iodo-4-methylphenyl)-1,3,4-oxadiazole | HCID 58683771 | — |
反応手順
3-Iodo-4-methyl benzoic acid methyl ester was treated with hydrazine to form 3-Iodo-4-methyl benzoic acid hydrazide. 2-(3-Iodo-4-methyl-phenyl)-[1,3,4]oxadiazole was prepared from 3-iodo-4-methyl benzoic acid hydrazide according to a method analogous to that described in J. of Medicinal Chemistry (2001), 44(8): 1268-85, the entire teachings of which are incorporated herein by reference. Compounds 46, 68, 69, 70, and 71 were prepared via an amide coupling reaction analogous to that described in step A of the synthesis of Compound 1, followed by a Suzuki coupling reaction analogous to that described in step B of the synthesis of Compound 1. The amide coupling reaction and Suzuki coupling reaction are shown for Compound 69 in Scheme XX below:
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08202999B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-b82e7bb0366e453f90934d3b33f3a803 |
| 出典メモ | uspto-grants-2012_06 |