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

HRID 1890470ノート

反応式

HRID 1890470 の反応式
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

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

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:

後処理

  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

出典と根拠

ORDレコード
ord-b87e563c53814518b32d6b0ebba30ae5
出典データセット
uspto-grants-2013_08
特許番号
US08507483B2

反応ノート

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