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

HRID 1043785

反応式

HRID 1043785 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1260b52ca94a471592548e362ef93802
出典データセット
uspto-grants-2013_10
特許番号
US08563549B2

関連ノート

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