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Ammonia → 2-(Acetamido)-6-(2-aminoethyl)quinoline

HRID 1503156
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HRID 1503156 반응식
[C:1]([NH:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH2:15][C:16]#[N:17])[CH:11]=2)[N:6]=1)(=[O:3])[CH3:2].N.C1C=C2C(C(O)(O)C(=O)C2=CC=1)=O>CCO.[Ni]>[C:1]([NH:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH2:15][CH2:16][NH2:17])[CH:11]=2)[N:6]=1)(=[O:3])[CH3:2]
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참가 물질

6

반응물 3

HCID 222AmmoniaHCID 10236NinhydrinHCID 1182521902-(Acetamido)-6-(cyanomethyl)quinoline

생성물 1

HCID 1182521832-(Acetamido)-6-(2-aminoethyl)quinoline

시약·촉매·용매 2

HCID 935Nickel촉매HCID 702Ethanol용매

실험 절차

Compound 47 (0.060 g, 0.266 mmol) was diluted in absolute EtOH (7 mL) and methanolic ammonia (7 N, 7 mL) was added. Raney nickel (˜1.5 g, washed with H2O and MeOH) was added, and the mixture was degassed and hydrogenated with a balloon at room temperature for 30 min while stirring rapidly. The clear solution was decanted away from the nickel and was filtered through a Pall 0.2 μm syringe filter to remove fine particulate matter. The solution was concentrated and dried in vacuo to yield a colorless gum that became a white semisolid upon standing (0.050 g, 82%). Conversion to this amine was confirmed by 1H NMR spectrometry, TLC, MS, and ninhydrin staining, and it was used crude without any further characterization or purification.

후처리

  1. customthe mixture was degassed
  2. customThe clear solution was decanted away from the nickel
  3. filtrationwas filtered through a Pall 0.2 μm syringe
  4. filtrationfilter
  5. customto remove fine particulate matter
  6. concentrationThe solution was concentrated
  7. customdried in vacuo
  8. customto yield a colorless gum that
  9. customwithout any further characterization or purification

출처 및 근거

ORD 기록
ord-e227a6b8e231457492184a031fe6837e
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09212144B2

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