Pyridinium chloride → 4-[3-Chloro-4-fluoroanilino]-7-methoxyquinazolin-5-ol

HRID 1442981노트

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HRID 1442981 반응식
Cl.N1C=CC=CC=1.[Cl:8][C:9]1[CH:10]=[C:11]([NH:16][C:17]2[C:26]3[C:21](=[CH:22][C:23]([O:29][CH3:30])=[CH:24][C:25]=3[O:27]C)[N:20]=[CH:19][N:18]=2)[CH:12]=[CH:13][C:14]=1[F:15]>N1C=CC=CC=1.N.CO>[Cl:8][C:9]1[CH:10]=[C:11]([NH:16][C:17]2[C:26]3[C:25]([OH:27])=[CH:24][C:23]([O:29][CH3:30])=[CH:22][C:21]=3[N:20]=[CH:19][N:18]=2)[CH:12]=[CH:13][C:14]=1[F:15]

참가 물질

6

반응물 2

HCID 10176127Pyridinium chlorideHCID 68675529N-(3-chloro-4-fluorophenyl)-5,7-dimethoxyquinazolin-4-amine

생성물 1

HCID 1363475184-[3-Chloro-4-fluoroanilino]-7-methoxyquinazolin-5-ol수율 68.5%

시약·촉매·용매 3

HCID 222Ammonia용매HCID 887Methanol용매HCID 1049Pyridine용매

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온도
115 °C

실험 절차

Pyridine hydrochloride (2.33 g) was added in one portion to a stirred mixture of N-(3-chloro-4-fluorophenyl)-5,7-dimethoxyquinazolin-4-amine (6.4 g) in pyridine (75 ml) at room temperature. The reaction mixture was stirred at 115° C. under a nitrogen atmosphere for 23 hours and then the brown solution was cooled to room temperature and the yellow precipitate was filtered and washed with ice cold water to leave a light yellow solid. The solid was taken up in 7N ammonia in methanol and stirred at room temperature for 10 minutes. The solution was filtered and the filtrate was concentrated in vacuo to leave 4-[(3-chloro-4-fluorophenyl)-amino]-7-methoxyquinazolin-5-ol as a light brown solid (4.2 g, 68%); Mass spectrum MH+ 320.

후처리

  1. temperaturethe brown solution was cooled to room temperature
  2. filtrationthe yellow precipitate was filtered
  3. washwashed with ice cold water
  4. customto leave a light yellow solid
  5. stirringstirred at room temperature for 10 minutes
  6. filtrationThe solution was filtered
  7. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-1c18b7f572c64c08a55386afa0ea393d
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07659279B2

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