2-氟联苯基-4-甲醛 → 3-(3-((2-Fluorobiphenyl-4-yl)methylene)-3,4,5,6-tetrahydropyridin-2-yl)pyridine dihydrochloride

HRID 1444748

反应方程式

HRID 1444748 反应方程式
[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

参与物

5

反应物 2

HCID 27590832-氟联苯基-4-甲醛HCID 673376573-(5-Ammoniopentanoyl)pyridinium chloride

产物 1

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

试剂、催化剂与溶剂 2

HCID 313海萝胶催化剂HCID 702乙醇溶剂

反应条件

温度
85 °C

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-7de7f797cb24449bbe4a42e5c238b9f8
来源数据集
uspto-grants-2010_02
专利号
US07662965B2

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