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Ammonium Acetate → 3-Methyl-1-(pyridazin-3-yl)butan-1-amine

HRID 927776
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HRID 927776 반응식
[CH3:1][CH:2]([CH3:12])[CH2:3][C:4]([C:6]1[N:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=O.C([BH3-])#[N:14].[Na+].C([O-])(=O)C.[NH4+]>CO>[CH3:1][CH:2]([CH3:12])[CH2:3][CH:4]([C:6]1[N:7]=[N:8][CH:9]=[CH:10][CH:11]=1)[NH2:14]
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참가 물질

5

반응물 3

HCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 157340403-Methyl-1-(pyridazin-3-yl)butan-1-one

생성물 1

HCID 866747943-Methyl-1-(pyridazin-3-yl)butan-1-amine수율 27.1%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
70 °C

실험 절차

A suspension of 3-methyl-1-(pyridazin-3-yl)butan-1-one (0.85 g, 5.2 mmol; CAN 138835-88-8), sodium cyanoborohydride (1.2 g, 19.2 mmol) and ammonium acetate (1.28 g, 16.6 mmol) in methanol (11.1 mL) was heated at 70° C. for 12 h. The solvent was removed under reduced pressure and the residual oil was partitioned between EtOAc and 1 M aqueous HCl solution. The aqueous layer was basified with 10% aqueous NaOH solution and extracted with EtOAc. The combined extracts were washed with brine and dried over Na2SO4. Filtration and evaporation provided the title compound (233 mg, 27%) as brown oil which was sufficiently pure to be used in the next reaction step. MS (EI): m/e=166.2 [M+H]+.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe residual oil was partitioned between EtOAc and 1 M aqueous HCl solution
  3. extractionextracted with EtOAc
  4. washThe combined extracts were washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationFiltration and evaporation

출처 및 근거

ORD 기록
ord-9f449439b319485796cafecdcea0e16b
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09290451B2

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