Lithium Hydroxide → (4R)-4-(3,4-difluorophenyl)-6-(methoxymethyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylic acid

HRID 2085438ノート

反応式

HRID 2085438 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C@@H:9]2[C:14]([C:15]([O:17]C)=[O:16])=[C:13]([CH2:19][O:20][CH3:21])[NH:12][C:11](=[O:22])[NH:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[OH-].[Li+]>O.C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([C@@H:9]2[C:14]([C:15]([OH:17])=[O:16])=[C:13]([CH2:19][O:20][CH3:21])[NH:12][C:11](=[O:22])[NH:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 54490798methyl (4R)-4-(3,4-difluorophenyl)-6-(methoxymethyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

生成物 1

HCID 10780384(4R)-4-(3,4-difluorophenyl)-6-(methoxymethyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylic acid収率 90%

試薬・触媒・溶媒 1

HCID 21881883Oxolane--water (1/1)溶媒

実験手順

A stirred mixture of one mole equivalent of methyl (4R)-4-(3,4-difluorophenyl)-6-(methoxymethyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate (10.0 g, 32.0 mmol) and lithium hydroxide (2 equivalents, 1.53 g, 64.0 mol) in H2O-THF (2:1, 300 mL) was heated at reflux temperature for 1 h. The reaction mixture was concentrated, dissolved in water, washed with ethyl acetate and acidified (1 N HCl) to pH 3-4 (pH paper). The precipitated product was collected, washed with water and dried under reduced pressure to give the desired product in 90% yield.

後処理

  1. temperaturewas heated
  2. temperatureat reflux temperature for 1 h
  3. concentrationThe reaction mixture was concentrated
  4. dissolutiondissolved in water
  5. washwashed with ethyl acetate
  6. customThe precipitated product was collected
  7. washwashed with water
  8. customdried under reduced pressure

出典と根拠

ORDレコード
ord-902e2ae6cc804dcd99c6471f915dba3a
出典データセット
uspto-grants-2004_04
特許番号
US06720324B2

反応ノート

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