Diethyl Ether → 2-[(7-fluoro-1,3-benzoxazol-2-yl)methyl]-6-(morpholin-4-yl)pyrimidin-4(3H)-one

HRID 1890470노트

반응식

HRID 1890470 반응식
O.CC1C=CC(S(O)(=O)=O)=CC=1.[F:13][C:14]1[C:15]([OH:37])=[C:16]([NH:20][C:21](=O)[CH2:22][C:23]2[NH:24][C:25](=[O:35])[CH:26]=[C:27]([N:29]3[CH2:34][CH2:33][O:32][CH2:31][CH2:30]3)[N:28]=2)[CH:17]=[CH:18][CH:19]=1.C(OCC)C>C1(C)C(C)=CC=CC=1>[F:13][C:14]1[C:15]2[O:37][C:21]([CH2:22][C:23]3[NH:24][C:25](=[O:35])[CH:26]=[C:27]([N:29]4[CH2:30][CH2:31][O:32][CH2:33][CH2:34]4)[N:28]=3)=[N:20][C:16]=2[CH:17]=[CH:18][CH:19]=1

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 521998p-Toluenesulfonic acid monohydrateHCID 136041791N-(3-fluoro-2-hydroxyphenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide

생성물 1

HCID 1360417642-[(7-fluoro-1,3-benzoxazol-2-yl)methyl]-6-(morpholin-4-yl)pyrimidin-4(3H)-one수율 38.7%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

42 mg of 4-methylbenzenesulphonic acid hydrate are added to a solution of 300 mg of N-(3-fluoro-2-hydroxyphenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide in 20 ml of xylene. After refluxing for six hours (assembly with Dean-Stark apparatus), the medium is concentrated to dryness under reduced pressure. After purification by silica column chromatography of the solid residue, eluent: gradient of pure CH2Cl2 to CH2Cl2/MeOH: 95/05, the product obtained is taken up with twice 20 ml of diethyl ether and then spin-filter-dried and dried under vacuum. 110 mg of 2-[(7-fluoro-1,3-benzoxazol-2-yl)methyl]-6-(morpholin-4-yl)pyrimidin-4(3H)-one are obtained in the form of a white powder, the characteristics of which are the following:

후처리

  1. temperatureAfter refluxing for six hours (assembly with Dean-Stark apparatus), the medium
  2. concentrationis concentrated to dryness under reduced pressure
  3. customAfter purification by silica column chromatography of the solid residue, eluent
  4. customgradient of pure CH2Cl2 to CH2Cl2/MeOH: 95/05, the product obtained
  5. customspin-filter-dried
  6. customdried under vacuum

출처 및 근거

ORD 기록
ord-b87e563c53814518b32d6b0ebba30ae5
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507483B2

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