Acetic Anhydride → 5-Methyl-pyridine-2-sulfonic acid {6-methoxy-5-(2-methoxy-phenoxy)-2-[2-(5-methyl-[1,2,4]oxadiazol-3-yl)-pyridin-4-yl]-pyrimidin-4-yl}-amide

HRID 1066517

反応式

HRID 1066517 の反応式
[OH:1][NH:2][C:3]([C:5]1[CH:10]=[C:9]([C:11]2[N:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26][CH3:27])=[C:13]([NH:28][S:29]([C:32]3[CH:37]=[CH:36][C:35]([CH3:38])=[CH:34][N:33]=3)(=[O:31])=[O:30])[N:12]=2)[CH:8]=[CH:7][N:6]=1)=[NH:4].[C:39](OC(=O)C)(=O)[CH3:40]>C(O)(=O)C>[CH3:18][O:17][C:15]1[N:16]=[C:11]([C:9]2[CH:8]=[CH:7][N:6]=[C:5]([C:3]3[N:4]=[C:39]([CH3:40])[O:1][N:2]=3)[CH:10]=2)[N:12]=[C:13]([NH:28][S:29]([C:32]2[CH:37]=[CH:36][C:35]([CH3:38])=[CH:34][N:33]=2)(=[O:31])=[O:30])[C:14]=1[O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[O:26][CH3:27]

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 178489613HCID 178489613、化合物2 回

生成物 1

HCID 98079225-Methyl-pyridine-2-sulfonic acid {6-methoxy-5-(2-methoxy-phenoxy)-2-[2-(5-methyl-[1,2,4]oxadiazol-3-yl)-pyridin-4-yl]-pyrimidin-4-yl}-amide

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of 108 mg of N-hydroxy-4-[4-methoxy-5-(2-methoxy-phenoxy)-6-(5-methyl-pyridine-2-sulfonylamino)-pyrimidin-2-yl]-pyridine-2-carboxamidine, product of example 34, in acetic acid (3 ml) was treated at RT with 0.057 ml of acetic anhydride then and refluxed for 12 h. The reaction mixture was partitioned between CH2Cl2 and diluted aqueous KHCO3, the organic layer was dried over Na2SO4 and the solvent was removed in a vacuo. The residue was purified on a silica gel chromatography column (eluted with AcOEt). Combination of the purified fractions and evacuation in vacuo afforded 5-methyl-pyridine-2-sulfonic acid {6-methoxy-5-(2-methoxy-phenoxy)-2-[2-(5-methyl-[1,2,4]oxadiazol-3-yl)-pyridin-4-yl]-pyrimidin-4-yl}-amide as a light yellow solid. ISN mass spectrum, m/e 560.1 (M−1 calculated for C26H23N7O6S: 560).

後処理

  1. temperaturerefluxed for 12 h
  2. customThe reaction mixture was partitioned between CH2Cl2 and diluted aqueous KHCO3
  3. dry with materialthe organic layer was dried over Na2SO4
  4. customthe solvent was removed in a vacuo
  5. customThe residue was purified on a silica gel chromatography column (eluted with AcOEt)

出典と根拠

ORDレコード
ord-da968501427c4b6b8db48837d39fc5da
出典データセット
uspto-grants-2001_06
特許番号
US06242601B1

関連ノート

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