Borane → HCID 68854758, 화합물

HRID 1984691노트

반응식

HRID 1984691 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 68854758HCID 68854758, 화합물수율 46%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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]+.

후처리

  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)

출처 및 근거

ORD 기록
ord-5f14978bc9c2480ca73d98390b800a8d
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544704B2

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