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

반응식

HRID 1066517 반응식
[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]

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 178489613HCID 178489613, 화합물2회

생성물 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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-da968501427c4b6b8db48837d39fc5da
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06242601B1

연결된 노트

불러오는 중…