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

HRID 1444748

反応式

HRID 1444748 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 702Ethanol溶媒

反応条件

温度
85 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7de7f797cb24449bbe4a42e5c238b9f8
出典データセット
uspto-grants-2010_02
特許番号
US07662965B2

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