2-Fluorobiphenyl-4-carboxaldehyde → 3-(3-((2-Fluorobiphenyl-4-yl)methylene)-3,4,5,6-tetrahydropyridin-2-yl)pyridine dihydrochloride

HRID 1444748

반응식

HRID 1444748 반응식
[Cl-:1].[NH3+:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([C:9]1[CH:10]=[NH+:11][CH:12]=[CH:13][CH:14]=1)=O.[Cl-].[F:16][C:17]1[CH:22]=[C:21]([CH:23]=O)[CH:20]=[CH:19][C:18]=1[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>Cl.C(O)C>[ClH:1].[ClH:1].[F:16][C:17]1[CH:22]=[C:21]([CH:23]=[C:6]2[CH2:5][CH2:4][CH2:3][N:2]=[C:7]2[C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)[CH:20]=[CH:19][C:18]=1[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

참가 물질

5

반응물 2

HCID 27590832-Fluorobiphenyl-4-carboxaldehydeHCID 673376573-(5-Ammoniopentanoyl)pyridinium chloride

생성물 1

HCID 673391523-(3-((2-Fluorobiphenyl-4-yl)methylene)-3,4,5,6-tetrahydropyridin-2-yl)pyridine dihydrochloride수율 73.8%

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 702Ethanol용매

반응 조건

온도
85 °C

실험 절차

3-(5-Ammoniopentanoyl)pyridinium chloride (150 mg, 0.60 mmol) and 2-fluorobiphenyl-4-carboxaldehyde (155 mg, 0.78 mmol) were combined in a reaction vessel and treated with ethanol (10 mL) and concentrated HCl(aq) (5 drops). The vessel was then sealed and the reaction was heated to 85° C. overnight then cooled to room temperature. The reaction mixture was then concentrated under reduced pressure then partially dissolved into hot isopropanol. This mixture was left to cool and crystals formed. The crystals were recovered by vacuum filtration, washed with fresh isopropanol, and dried under vacuum giving 92 mg (36%) of a yellow solid. LC-MS: RT=5.88 min, [M+H]+=343.1.

후처리

  1. customThe vessel was then sealed
  2. temperaturethen cooled to room temperature
  3. concentrationThe reaction mixture was then concentrated under reduced pressure
  4. dissolutionthen partially dissolved into hot isopropanol
  5. waitThis mixture was left
  6. temperatureto cool
  7. customcrystals formed
  8. filtrationThe crystals were recovered by vacuum filtration
  9. washwashed with fresh isopropanol
  10. customdried under vacuum

출처 및 근거

ORD 기록
ord-7de7f797cb24449bbe4a42e5c238b9f8
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07662965B2

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