4-Pyridinemethanamine → HCID 10177272、化合物

HRID 1168222ノート

反応式

HRID 1168222 の反応式
Cl[C:2]1[C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[N:21]1[CH:26]=[CH:25][C:24]([CH2:27][NH2:28])=[CH:23][CH:22]=1>C(OCC)(=O)C>[N:21]1[CH:26]=[CH:25][C:24]([CH2:27][NH:28][C:2]2[C:7]([C:8]([NH:10][C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=3)=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=2)=[CH:23][CH:22]=1

参加物

4

反応物 2

HCID 773174-PyridinemethanamineHCID 683662STK345463

生成物 1

HCID 10177272HCID 10177272、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
150 °C

実験手順

A mixture of intermediate 1a (6.00 g, 20 mmol) and 4-pyridinemethanamine (30 mL) is stirred at 150° C. for 16 hours under an argon atmosphere. The cooled mixture is diluted with ethyl acetate (100 mL) and extracted with a saturated aqueous solution of sodium hydrogen carbonate (100 mL), followed by water (4×50 mL) and saturated aqueous sodium chloride (50 mL). The ethyl acetate solution is dried (Na2SO4), filtered and the solvent is evaporated off under reduced pressure to yield the crude product which is purified by column chromatography on silica gel, eluent ethyl acetate and recrystallised from 2-propanol—diisopropylether to give the title compound as a colourless crystalline solid, m.p. 152-153° C.

後処理

  1. extractionextracted with a saturated aqueous solution of sodium hydrogen carbonate (100 mL)
  2. dry with materialThe ethyl acetate solution is dried (Na2SO4)
  3. filtrationfiltered
  4. customthe solvent is evaporated off under reduced pressure
  5. customto yield the crude product which
  6. customis purified by column chromatography on silica gel, eluent ethyl acetate
  7. customrecrystallised from 2-propanol—diisopropylether

出典と根拠

ORDレコード
ord-41e34fb112e048f79288eccb887ec724
出典データセット
uspto-grants-2003_09
特許番号
US06624174B2

反応ノート

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