Hydrochloric Acid → 4-(2-Fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-(2-(4-pyridyl)ethoxy)quinazoline hydrochloride

HRID 1420952노트

반응식

HRID 1420952 반응식
[F:1][C:2]1[CH:29]=[C:28]([CH3:30])[C:27]([O:31]C(OC)=O)=[CH:26][C:3]=1[NH:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:17][CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=3)=[C:12]([O:15][CH3:16])[CH:13]=2)[N:8]=[CH:7][N:6]=1.[OH-].[Na+].O.[ClH:39]>CO>[ClH:39].[F:1][C:2]1[CH:29]=[C:28]([CH3:30])[C:27]([OH:31])=[CH:26][C:3]=1[NH:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:17][CH2:18][CH2:19][C:20]3[CH:21]=[CH:22][N:23]=[CH:24][CH:25]=3)=[C:12]([O:15][CH3:16])[CH:13]=2)[N:8]=[CH:7][N:6]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 226250584-(2-Fluoro-5-methoxycarbonyloxy-4-methylanilino)-6-methoxy-7-(2-(4-pyridyl)ethoxy)quinazoline

생성물 1

HCID 226249174-(2-Fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-(2-(4-pyridyl)ethoxy)quinazoline hydrochloride수율 94%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A suspension of 4-(2-fluoro-5-methoxycarbonyloxy4-methylanilino)-6-methoxy-7-(2-(4-pyridyl)ethoxy)quinazoline (300 mg, 0.63 mmol) and 2M aqueous sodium hydroxide (0.38 ml, 0.76 mmol) in methanol (6 ml) was stirred at ambient temperature for 2 hours. Water was added and the mixture adjusted to pH7 with 2M hydrochloric acid. The precipitate was collected by filtration, washed with water, and dried under vacuum. The solid was dissolved in methylene chloride/methanol and a 5M solution of hydrogen chloride in isopropanol (0.5 ml) was added. The mixture was diluted with isopropanol, and the methylene chloride and methanol solvents were removed by evaporation. The resulting precipitate was collected by filtration, washed with methylene chloride and dried under vacuum to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-(2-(4-pyridyl)ethoxy)quinazoline hydrochloride (270 mg, 94%).

후처리

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water
  3. customdried under vacuum
  4. dissolutionThe solid was dissolved in methylene chloride/methanol
  5. additiona 5M solution of hydrogen chloride in isopropanol (0.5 ml) was added
  6. additionThe mixture was diluted with isopropanol
  7. customthe methylene chloride and methanol solvents were removed by evaporation
  8. filtrationThe resulting precipitate was collected by filtration
  9. washwashed with methylene chloride
  10. customdried under vacuum

출처 및 근거

ORD 기록
ord-70c08797268b4c9e8285e256ac1ebd4c
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06071921

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