Diisopropylethylamine → tert-butyl 4-fluoro-2-(5-nitro-4-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-2-ylamino)phenylcarbamate

HRID 605865노트

반응식

HRID 605865 반응식
[NH2:1][CH:2]1[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1.[F:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[C:11]([NH:23][C:24]2[N:29]=[C:28](SC#N)[C:27]([N+:33]([O-:35])=[O:34])=[CH:26][N:25]=2)[CH:10]=1.C(N(CC)C(C)C)(C)C>C1COCC1.CCOC(C)=O>[C:18]([O:17][C:16](=[O:22])[NH:15][C:12]1[CH:13]=[CH:14][C:9]([F:8])=[CH:10][C:11]=1[NH:23][C:24]1[N:25]=[C:26]([NH:1][CH:2]2[CH2:7][CH2:6][O:5][CH2:4][CH2:3]2)[C:27]([N+:33]([O-:35])=[O:34])=[CH:28][N:29]=1)([CH3:21])([CH3:19])[CH3:20]

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 4192234-AminotetrahydropyranHCID 59704889tert-Butyl 4-fluoro-2-(5-nitro-4-thiocyanatopyrimidin-2-ylamino)phenylcarbamate

생성물 1

HCID 59705007tert-butyl 4-fluoro-2-(5-nitro-4-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-2-ylamino)phenylcarbamate수율 72.6%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To the solution of 96 mg (0.95 mmol) of 4-amino-tetrahydropyran in 35 mL anhydrous THF was added 0.35 g (0.86 mmol) tert-butyl 4-fluoro-2-(5-nitro-4-thiocyanatopyrimidin-2-ylamino)phenylcarbamate, then 0.3 mL N,N-diisopropylethyl amine (1.7 mmol). The slightly cloudy mixture was stirred at room temperature for 3 hrs till HPLC showed the completion of reaction. The mixture became clear then. The reaction mixture was diluted with EtOAc, washed with brine twice, and then dried over Na2SO4. Solvents were removed under vacuum to give 0.28 g (˜70% yield) orange-yellow solid as the crude product.

후처리

  1. customthe completion of reaction
  2. washwashed with brine twice
  3. dry with materialdried over Na2SO4
  4. customSolvents were removed under vacuum

출처 및 근거

ORD 기록
ord-14ce2b311d8d4f90aa2907749485698d
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915268B2

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