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

HRID 1442981ノート

反応式

HRID 1442981 の反応式
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]

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 222Ammonia溶媒HCID 887Methanol溶媒HCID 1049Pyridine溶媒

反応条件

温度
115 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1c18b7f572c64c08a55386afa0ea393d
出典データセット
uspto-grants-2010_02
特許番号
US07659279B2

反応ノート

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