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

HRID 1420964노트

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HRID 1420964 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

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온도
5 °C

실험 절차

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-6methyl-4-pyridyl)methoxy)-4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxyquinazoline hydrochloride (273 mg, 74%).

후처리

  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

출처 및 근거

ORD 기록
ord-734cfbdb41de4e85af34cc351eead8ae
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06071921

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