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Formaldehyde → 4,5-Dihydro-4-(4-pentafluoropropionamidobutan-1-yl)-3H-1,4,8b-triazaacenaphthylene

HRID 1068760
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HRID 1068760 반응식
[F:1][C:2]([F:25])([C:21]([F:24])([F:23])[F:22])[C:3]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][NH:10][CH2:11][C:12]1[N:17]2[CH:18]=[CH:19][N:20]=[C:16]2[CH:15]=[CH:14][CH:13]=1)=[O:4].[CH2:26]=O>C(O)(=O)C>[F:25][C:2]([F:1])([C:21]([F:23])([F:24])[F:22])[C:3]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[CH2:11][C:12]2[N:17]3[C:18](=[CH:19][N:20]=[C:16]3[CH:15]=[CH:14][CH:13]=2)[CH2:26]1)=[O:4]
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참가 물질

4

반응물 2

HCID 712FormaldehydeHCID 211902305-[N-(4-pentafluoropropionamidobutan-1-yl)aminomethyl]imidazo[1,2-a]pyridine

생성물 1

HCID 211901694,5-Dihydro-4-(4-pentafluoropropionamidobutan-1-yl)-3H-1,4,8b-triazaacenaphthylene

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
100 °C

실험 절차

To a solution of 2620 mg (7.19 mmol) of 5-[N-(4-pentafluoropropionamidobutan-1-yl)aminomethyl]imidazo[1,2-a]pyridine in 10 ml of acetic acid was added 8.1 ml (107.88 mmol) of a 37% aqueous solution of formalin. The mixture was heated for 30 minutes at 100° C. The solvent was distilled off under reduced pressure, and the residue was dissolved in 100 ml of purified water. To this solution was added 2N sodium hydroxide to adjust the pH to 8, and extracted with 100 ml of dichloromethane. The organic layer was washed with 100 ml of a saturated aqueous saline solution, dried over magnesium sulfate, and distilled off the solvent under reduced pressure. The residue was purified by silica gel column chromatography to afford 2250 mg of the desired compound (83.2%, a pale yellow liquid).

후처리

  1. distillationThe solvent was distilled off under reduced pressure
  2. dissolutionthe residue was dissolved in 100 ml of purified water
  3. additionTo this solution was added 2N sodium hydroxide
  4. extractionextracted with 100 ml of dichloromethane
  5. washThe organic layer was washed with 100 ml of a saturated aqueous saline solution
  6. dry with materialdried over magnesium sulfate
  7. distillationdistilled off the solvent under reduced pressure
  8. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-a2f03b49c8704cf89ef05b95ee851a27
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06251905B1

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