Borane → HCID 68854758、化合物

HRID 1984691ノート

反応式

HRID 1984691 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[N:11][C:10]([C:14](O)=[O:15])=[N:9]2)=[CH:4][CH:3]=1.B>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([CH3:13])=[N:11][C:10]([CH2:14][OH:15])=[N:9]2)=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 6331BoraneHCID 35813371-(4-fluorophenyl)-5-methyl-1H-1,2,4-triazole-3-carboxylic acid

生成物 1

HCID 68854758HCID 68854758、化合物収率 46%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of 1-(4-fluoro-phenyl)-5-methyl-1H-[1,2,4]triazole-3-carboxylic acid (may be prepared in analogy to DE3525205, 1986, 10.7 g, 48.4 mmol) in THF (50 mL) was added borane (1 M in THF, 121 mL, 121 mmol) and the resulting suspension was heated to reflux for 1 h. After concentration and extraction with aqueous sodium hydrogencarbonate and ethyl acetate the combined organic layers were washed with brine and dried over sodium sulfate. Concentration and purification by chromatography (SiO2, hexane:ethyl acetate=100:0 to 33:67) afforded the title compound (4.60 g, 46%) as a white solid. MS: m/e=208.4 [M+H]+.

後処理

  1. temperaturethe resulting suspension was heated
  2. temperatureto reflux for 1 h
  3. concentrationAfter concentration and extraction with aqueous sodium hydrogencarbonate and ethyl acetate the combined organic layers
  4. washwere washed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationConcentration and purification by chromatography (SiO2, hexane:ethyl acetate=100:0 to 33:67)

出典と根拠

ORDレコード
ord-5f14978bc9c2480ca73d98390b800a8d
出典データセット
uspto-grants-2009_06
特許番号
US07544704B2

反応ノート

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