Sodium Hydroxide → 7-((2-Chloro-6-methyl-4-pyridyl)methoxy)-4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxyquinazoline hydrochloride

HRID 279569ノート

反応式

HRID 279569 の反応式
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[C:8]([CH2:10][O:11][C:12]2[CH:21]=[C:20]3[C:15]([C:16]([NH:22][C:23]4[CH:28]=[C:27]([O:29]C(OC)=O)[C:26]([CH3:34])=[CH:25][C:24]=4[F:35])=[N:17][CH:18]=[N:19]3)=[CH:14][C:13]=2[O:36][CH3:37])[CH:7]=[C:6]([CH3:38])[N:5]=1>CO>[ClH:3].[Cl:3][C:4]1[CH:9]=[C:8]([CH2:10][O:11][C:12]2[CH:21]=[C:20]3[C:15]([C:16]([NH:22][C:23]4[CH:28]=[C:27]([OH:29])[C:26]([CH3:34])=[CH:25][C:24]=4[F:35])=[N:17][CH:18]=[N:19]3)=[CH:14][C:13]=2[O:36][CH3:37])[CH:7]=[C:6]([CH3:38])[N:5]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 226249947-((2-Chloro-6-methyl-4-pyridyl)methoxy)-4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)-6-methoxyquinazoline

生成物 1

HCID 226249337-((2-Chloro-6-methyl-4-pyridyl)methoxy)-4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxyquinazoline hydrochloride収率 158.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
5 °C

実験手順

2M Aqueous sodium hydroxide solution (700 μl, 1.4 mmol) was added to a suspension of 7-((2-chloro-6-methyl-4-pyridyl)methoxy)-4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)-6-methoxyquinazoline (360 mg, 0.7 mmol) in methanol (10 ml) cooled at 5° C. and the mixture was then stirred for 30 minutes at ambient temperature. The solvent was removed by evaporation, the residue diluted with water (10 ml) and the mixture adjusted to pH7 with 1M hydrochloric acid. The resulting solid was collected by filtration, washed with water and ether, and dried under vacuum. This solid was dissolved in methanol (5 ml) and a 7M solution of hydrogen chloride in methanol (3 ml) was added. The precipitate was collected by filtration, washed with methanol and dried under vacuum to give 7-((2-chloro-6-methyl-4-pyridyl)methoxy)-4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxyquinazoline hydrochloride (273 mg, 74%).

後処理

  1. customThe solvent was removed by evaporation
  2. additionthe residue diluted with water (10 ml)
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with water and ether
  5. customdried under vacuum
  6. dissolutionThis solid was dissolved in methanol (5 ml)
  7. additiona 7M solution of hydrogen chloride in methanol (3 ml) was added
  8. filtrationThe precipitate was collected by filtration
  9. washwashed with methanol
  10. customdried under vacuum

出典と根拠

ORDレコード
ord-7f8f5484842647879be0c16f9f0abc9a
出典データセット
uspto-grants-2002_03
特許番号
US06362336B1

反応ノート

読み込み中…