Benzylamine → N-benzyl-1-butoxypyrido[4,3-c]-1,6-naphthyridin-6-amine

HRID 2192971

反応式

HRID 2192971 の反応式
FC(F)(F)S(O[C:7]1[C:16]2[CH:17]=[CH:18][N:19]=[CH:20][C:15]=2[C:14]2[C:9](=[CH:10][CH:11]=[N:12][C:13]=2[O:21][CH2:22][CH2:23][CH2:24][CH3:25])[N:8]=1)(=O)=O.[CH2:28]([NH2:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.C(=O)([O-])O.[Na+]>C1COCC1.C(OCC)(=O)C>[CH2:28]([NH:35][C:7]1[C:16]2[CH:17]=[CH:18][N:19]=[CH:20][C:15]=2[C:14]2[C:9](=[CH:10][CH:11]=[N:12][C:13]=2[O:21][CH2:22][CH2:23][CH2:24][CH3:25])[N:8]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

参加物

6

反応物 3

HCID 7504BenzylamineHCID 516892Sodium BicarbonateHCID 593754901-Butoxypyrido[4,3-c]-1,6-naphthyridin-6-yl trifluoromethanesulfonate

生成物 1

HCID 59375529N-benzyl-1-butoxypyrido[4,3-c]-1,6-naphthyridin-6-amine

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

To a solution of 1-butoxypyrido[4,3-c]-1,6-naphthyridin-6-yl trifluoromethanesulfonate (127 mg, 0.253 mmol) in THF (2531 μl), benzylamine (111 μl, 1.013 mmol) was added. The reaction mixture was heated at 80° C. for 1 h. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate. Aqueous sodium hydrogen carbonate (saturated) was added, and the mixture was extracted with ethyl acetate. The combined organic extracts were dried over sodium sulfate and concentrated under reduced pressure to afford N-benzyl-1-butoxypyrido[4,3-c]-1,6-naphthyridin-6-amine as a brown oil. LRMS (APCI) calc'd for (C22H23N4O) [M+H]+, 359.2; found 359.1.

後処理

  1. temperatureAfter cooling to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe combined organic extracts were dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-87ee2705a0a540178279a90bb600c4d5
出典データセット
uspto-grants-2012_12
特許番号
US08329722B2

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