Dimethylamine → HCID 19600003, 화합물

HRID 611149노트

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HRID 611149 반응식
[O:1]1[C:5]2[CH2:6][N:7]([C:10](=[O:23])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)[CH2:8][CH2:9][C:4]=2[CH:3]=[CH:2]1.[CH3:24][NH:25][CH3:26].[CH2:27]=O>C(O)(=O)C>[CH3:24][N:25]([CH2:27][C:2]1[O:1][C:5]2[CH2:6][N:7]([C:10](=[O:23])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]3[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=3)[CH2:8][CH2:9][C:4]=2[CH:3]=1)[CH3:26]

참가 물질

5

반응물 3

HCID 674DimethylamineHCID 712FormaldehydeHCID 19600184HCID 19600184, 화합물

생성물 1

HCID 19600003HCID 19600003, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
100 °C

실험 절차

To a solution of 0.280 g (0.888 mmol) of 1-(5,7-dihydro-4H-furo[2,3-c]pyridin-6-yl)-6-(4-fluorophenyl) hexan-1-one in 20 ml of acetic acid, 0.120 ml (1.33 mmol) of 50% aqueous dimethylamine and 0.108 ml (1.33 mmol) of 37% aqueous formaldehyde were added, followed by stirring at 100° C. for 60 minutes. After the solvent was distilled off under reduced pressure, the residual solution was alkalified with 5% aqueous sodium hydrogen carbonate, and extracted with dichloromethane 2 times. The combined organic layer was washed with water and dried over anhydrous sodium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (chloroform/methanol=50/1 to 25/1) to yield the desired product.

후처리

  1. distillationAfter the solvent was distilled off under reduced pressure
  2. extractionextracted with dichloromethane 2 times
  3. washThe combined organic layer was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe resulting crude product was purified by silica gel column chromatography (chloroform/methanol=50/1 to 25/1)

출처 및 근거

ORD 기록
ord-955d66bd04ff4101a9051cf000b3d550
출처 데이터셋
uspto-grants-1999_12
특허 번호
US05998433

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