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

HRID 1890480
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HRID 1890480 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=O)[CH2:10][C:11]2[NH:12][C:13](=[O:23])[CH:14]=[C:15]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)[N:16]=2)=[C:4]([OH:25])[CH:3]=1.[OH2:26].[CH3:27]C1C=CC(S(O)(=O)=O)=CC=1>C1(C)C(C)=CC=CC=1>[CH3:27][O:26][C:2]1[CH:7]=[CH:6][C:5]2[N:8]=[C:9]([CH2:10][C:11]3[NH:12][C:13](=[O:23])[CH:14]=[C:15]([N:17]4[CH2:18][CH2:19][O:20][CH2:21][CH2:22]4)[N:16]=3)[O:25][C:4]=2[CH:3]=1
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참가 물질

4

반응물 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 136332410N-(4-fluoro-2-hydroxyphenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydro-pyrimidin-2-yl]acetamide

생성물 1

HCID 1360417792-[(6-methoxy-1,3-benzoxazol-2-yl)methyl]-6-(morpholin-4-yl)pyrimidin-4(3H)-one수율 78.9%

시약·촉매·용매 1

HCID 7237O-Xylene용매

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온도
20 °C

실험 절차

500 mg of the N-(4-fluoro-2-hydroxyphenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide are mixed into 40 ml of xylene, and 155 mg of 4-methylbenzenesulphonic acid hydrate are added. The reaction mixture is brought to reflux for 3 hours. After cooling to 20° C., the reaction mixture is concentrated to dryness under reduced pressure and then the residue is chromatographed on a silica gel column, eluent: CH2Cl2/MeOH: 95/05. 220 mg of 2-[(6-methoxy-1,3-benzoxazol-2-yl)methyl]-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. additionare added
  2. temperatureto reflux for 3 hours
  3. concentrationthe reaction mixture is concentrated to dryness under reduced pressure
  4. customthe residue is chromatographed on a silica gel column, eluent

출처 및 근거

ORD 기록
ord-2940b2da06e64df0aa55737e1e439367
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08507483B2

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