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

HRID 605865ノート

反応式

HRID 605865 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-14ce2b311d8d4f90aa2907749485698d
出典データセット
uspto-grants-2011_03
特許番号
US07915268B2

反応ノート

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