Hydrochloric Acid → 4-(2-Fluoro-5-hydroxy-4-methylanilino)-7-(3-morpholinopropionamido)quinazoline

HRID 634732

反応式

HRID 634732 の反応式
[OH-].[Na+].[F:3][C:4]1[CH:31]=[C:30]([CH3:32])[C:29]([O:33]C(OC)=O)=[CH:28][C:5]=1[NH:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([NH:17][C:18](=[O:27])[CH2:19][CH2:20][N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[CH:14][CH:15]=2)[N:10]=[CH:9][N:8]=1.Cl>CO.O>[F:3][C:4]1[CH:31]=[C:30]([CH3:32])[C:29]([OH:33])=[CH:28][C:5]=1[NH:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([NH:17][C:18](=[O:27])[CH2:19][CH2:20][N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[CH:14][CH:15]=2)[N:10]=[CH:9][N:8]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 212603554-(2-Fluoro-5-methoxycarbonyloxy-4-methylanilino)-7-(3-morpholinopropionamido)quinazoline

生成物 1

HCID 212603194-(2-Fluoro-5-hydroxy-4-methylanilino)-7-(3-morpholinopropionamido)quinazoline収率 80%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

2M Aqueous sodium hydroxide solution (453 μl, 0.9 mmol) was added to a suspension of 4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)-7-(3-morpholinopropionamido)quinazoline (219 mg, 0.45 mmol) in methanol (6 ml) and the mixture stirred for 1 hour. The reaction mixture was diluted with water and then adjusted to pH6 with 2M hydrochloric acid. The resulting precipitate was collected by filtration, washed with water and ethanol, and dried. The solid was dissolved in methylene chloride/methanol and a 5M solution of hydrogen chloride in isopropanol (0.3 ml) added. The volatiles were removed by evaporation, the resulting solid was washed with ether, and dried under vacuum to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-7-(3-morpholinopropionamido)quinazoline (1-86 mg, 80%) as a yellow solid.

後処理

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with water and ethanol
  3. customdried
  4. dissolutionThe solid was dissolved in methylene chloride/methanol
  5. additiona 5M solution of hydrogen chloride in isopropanol (0.3 ml) added
  6. customThe volatiles were removed by evaporation
  7. washthe resulting solid was washed with ether
  8. customdried under vacuum

出典と根拠

ORDレコード
ord-acf00f39016b4701a3e228fcd490f95f
出典データセット
uspto-grants-2001_02
特許番号
US06184225B2

関連ノート

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