6-Phenoxynicotinaldehyde → 2-phenoxy-5-((2-(pyridin-3-yl)-5,6-dihydropyridin-3(4H)-ylidene)methyl)pyridine dihydrochloride

HRID 1444749

반응식

HRID 1444749 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-].[O:16]([C:23]1[CH:30]=[CH:29][C:26]([CH:27]=O)=[CH:25][N:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)(C)C>[ClH:1].[ClH:1].[O:16]([C:23]1[CH:30]=[CH:29][C:26]([CH:27]=[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:25][N:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

4

반응물 2

HCID 27765006-PhenoxynicotinaldehydeHCID 673376573-(5-Ammoniopentanoyl)pyridinium chloride

생성물 1

HCID 673379362-phenoxy-5-((2-(pyridin-3-yl)-5,6-dihydropyridin-3(4H)-ylidene)methyl)pyridine dihydrochloride수율 147.2%

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
80 °C

실험 절차

3-(5-Ammoniopentanoyl)pyridinium chloride (101 mg, 0.40 mmol) and 6-phenoxynicotinaldehyde (120 mg, 0.60 mmol) were combined in a reaction vessel and treated with isopropanol (15 mL). The reaction vessel was sealed and the reaction was heated to 80° C. with stirring overnight. The reaction was then cooled to room temperature. The precipitate that formed was recovered by vacuum filtration and washed with a 20% solution of isopropanol in hexane and then with ether. The recovered solid was then dried under vacuum giving 122 mg (73%) of a pale yellow solid. LC-MS: RT=5.08 min, [M+H]+=342.1.

후처리

  1. customThe reaction vessel was sealed
  2. temperatureThe reaction was then cooled to room temperature
  3. customThe precipitate that formed
  4. filtrationwas recovered by vacuum filtration
  5. washwashed with a 20% solution of isopropanol in hexane
  6. customThe recovered solid was then dried under vacuum

출처 및 근거

ORD 기록
ord-ae0f567c7dfb4e0f9b94302d12f9c479
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07662965B2

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