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Trifluoroacetic acid → 3-(2-Chloro-6,7-dimethoxyquinazolin-4-yl)phenylamine

HRID 453663
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HRID 453663 반응식
[Cl:1][C:2]1[N:11]=[C:10]([C:12]2[CH:13]=[C:14]([NH:18]C(=O)OC(C)(C)C)[CH:15]=[CH:16][CH:17]=2)[C:9]2[C:4](=[CH:5][C:6]([O:28][CH3:29])=[C:7]([O:26][CH3:27])[CH:8]=2)[N:3]=1.FC(F)(F)C(O)=O.[OH-].[Na+]>>[Cl:1][C:2]1[N:11]=[C:10]([C:12]2[CH:13]=[C:14]([NH2:18])[CH:15]=[CH:16][CH:17]=2)[C:9]2[C:4](=[CH:5][C:6]([O:28][CH3:29])=[C:7]([O:26][CH3:27])[CH:8]=2)[N:3]=1
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참가 물질

4

반응물 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 86650315t-Butyl [3-(2-chloro-6,7-dimethoxyquinazolin-4-yl)phenyl]carbamate

생성물 1

HCID 576095393-(2-Chloro-6,7-dimethoxyquinazolin-4-yl)phenylamine수율 96.9%

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온도
5 °C

실험 절차

Under a nitrogen atmosphere, 420 mg (1.00 mmol) of t-butyl [3-(2-chloro-6,7-dimethoxyquinazolin-4-yl)phenyl]carbamate was allowed to cool down to 5° C., trifluoroacetic acid (1 mL) was added dropwise while stirring, and the mixture was stirred at room temperature. The mixture was stirred for 1.25 hours, then allowed to cool down to 5° C. to 10° C., 2 N aqueous sodium hydroxide solution (6.2 mL) was added dropwise to precipitate pale yellow crystals. The mixture was stirred at room temperature for 15 minutes, and the precipitated crystals were filtration and dried to give 306 mg of a target product (yield: 95.6%).

후처리

  1. stirringthe mixture was stirred at room temperature
  2. stirringThe mixture was stirred for 1.25 hours
  3. temperatureto cool down to 5° C. to 10° C.
  4. customto precipitate pale yellow crystals
  5. stirringThe mixture was stirred at room temperature for 15 minutes
  6. filtrationfiltration
  7. customdried

출처 및 근거

ORD 기록
ord-12178f500fd24e23a820f90266539ab5
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492543B2

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