4-Pyridinemethanamine → HCID 10177272, 화합물

HRID 1168222노트

반응식

HRID 1168222 반응식
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

참가 물질

4

반응물 2

HCID 773174-PyridinemethanamineHCID 683662STK345463

생성물 1

HCID 10177272HCID 10177272, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
150 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-41e34fb112e048f79288eccb887ec724
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06624174B2

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