Methanol → HCID 44198699、化合物

HRID 1957909ノート

反応式

HRID 1957909 の反応式
Cl[C:2]1[N:3]=[N:4][C:5]([CH3:24])=[C:6]([C:17]2[CH:18]=[N:19][C:20]([Cl:23])=[CH:21][CH:22]=2)[C:7]=1[C:8]1[C:13]([F:14])=[CH:12][C:11]([F:15])=[CH:10][C:9]=1[F:16].[CH3:25][O-:26].[Na+].CO>O>[Cl:23][C:20]1[N:19]=[CH:18][C:17]([C:6]2[C:7]([C:8]3[C:13]([F:14])=[CH:12][C:11]([F:15])=[CH:10][C:9]=3[F:16])=[C:2]([O:26][CH3:25])[N:3]=[N:4][C:5]=2[CH3:24])=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 44129705HCID 44129705、化合物

生成物 1

HCID 44198699HCID 44198699、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 3-chloro-5-(6-chloro-pyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)-pyridazine (Compound No. I.a.11, 700 mg), sodium methoxide (30% solution in methanol, 750 mg) and 10 ml of methanol is heated for 6 h to 60° C. Subsequently the reaction mixture is cooled, diluted with water and extracted with ethyl acetate. The combined organic layer is washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure. The remainder is purified by chromatography on silica gel, using a mixture of heptane/ethyl acetate 3:1 as eluent to obtain 4-(6-chloro-pyridin-3-yl)-6-methoxy-3-methyl-5-(2,4,6-trifluoro-phenyl)-pyridazine (Compound I.a.12), m.p. 123-124° C.

後処理

  1. temperatureis heated for 6 h to 60° C
  2. temperatureSubsequently the reaction mixture is cooled
  3. extractionextracted with ethyl acetate
  4. washThe combined organic layer is washed with water and brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated under reduced pressure
  7. customThe remainder is purified by chromatography on silica gel
  8. additiona mixture of heptane/ethyl acetate 3:1 as eluent

出典と根拠

ORDレコード
ord-5d5588c4844b47b88d84e95687879996
出典データセット
uspto-grants-2013_04
特許番号
US08410026B2

反応ノート

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