Triethylamine → 3-Amino-6-(2-(pyrrolidin-1-yl)ethoxy)quinoline

HRID 1043785

반응식

HRID 1043785 반응식
[N+:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([CH:13]=1)=[CH:11][C:10]([O:14][CH2:15][CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)=[CH:9][CH:8]=2)([O-])=O.C(N(CC)CC)C>CCOC(C)=O.[Pd]>[NH2:1][C:4]1[CH:5]=[N:6][C:7]2[C:12]([CH:13]=1)=[CH:11][C:10]([O:14][CH2:15][CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)=[CH:9][CH:8]=2

참가 물질

5

반응물 2

HCID 8471TriethylamineHCID 595075993-Nitro-6-(2-(pyrrolidin-1-yl)ethoxy)quinoline

생성물 1

HCID 595079823-Amino-6-(2-(pyrrolidin-1-yl)ethoxy)quinoline

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

3-Nitro-6-(2-(pyrrolidin-1-yl)ethoxy)quinoline (134 mg, 0.46 mmol) was dissolved in EtOAc (10 mL) and the solution was sparged with N2 for several minutes. Triethylamine (0.065 mL, 0.46 mmol) was then added followed by a catalytic amount of 10% Pd/C. Sparging with N2 was repeated after each addition. A balloon of H2 was connected to the reaction flask and the reaction mixture was stirred at room temperature under H2 atmosphere for 48 hours. The mixture was then filtered through a Celite pad and concentrated to obtain crude 3-amino-6-(2-(pyrrolidin-1-yl)ethoxy)quinoline, which was used as is in the next reaction. LC/MS (m/z): 258.1 (MH+), Rt 0.33 minutes.

후처리

  1. customthe solution was sparged with N2 for several minutes
  2. customSparging with N2
  3. additionafter each addition
  4. filtrationThe mixture was then filtered through a Celite pad
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1260b52ca94a471592548e362ef93802
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08563549B2

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