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p-Toluenesulfonic acid monohydrate → 2-(1,3-benzoxazol-2-ylmethyl)-6-(morpholin-4-yl)pyrimidin-4(3H)-one

HRID 1890457
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HRID 1890457 반응식
O.CC1C=CC(S(O)(=O)=O)=CC=1.O[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH:20][C:21](=[O:36])[CH2:22][C:23]1[NH:24][C:25](=[O:35])[CH:26]=[C:27]([N:29]2[CH2:34][CH2:33][O:32][CH2:31][CH2:30]2)[N:28]=1>C1(C)C=CC=CC=1>[O:36]1[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N:20]=[C:21]1[CH2:22][C:23]1[NH:24][C:25](=[O:35])[CH:26]=[C:27]([N:29]2[CH2:30][CH2:31][O:32][CH2:33][CH2:34]2)[N:28]=1
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참가 물질

4

반응물 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 136041743N-(2-hydroxyphenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide

생성물 1

HCID 1360417482-(1,3-benzoxazol-2-ylmethyl)-6-(morpholin-4-yl)pyrimidin-4(3H)-one수율 8.5%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
0 °C

실험 절차

20 mg of 4-methylbenzenesulphonic acid hydrate are added to a solution of 200 mg of N-(2-hydroxyphenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide in 40 ml of toluene. The reaction mixture is brought to reflux overnight. After cooling to 0° C., the insoluble material formed is filtered off. The filtrate is concentrated to dryness under reduced pressure and the residue is then chromatographed on a silica gel column, eluent: CH2Cl2/MeOH: 98/02 then 90/10. 16 mg of 2-(1,3-benzoxazol-2-ylmethyl)-6-(morpholin-4-yl)pyrimidin-4(3H)-one are thus obtained in the form of a white solid, the characteristics of which are the following:

후처리

  1. temperatureto reflux overnight
  2. customthe insoluble material formed
  3. filtrationis filtered off
  4. concentrationThe filtrate is concentrated to dryness under reduced pressure
  5. customthe residue is then chromatographed on a silica gel column, eluent

출처 및 근거

ORD 기록
ord-395068a204e14b9bb8686ce22d11db7b
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08507483B2

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