Water → 5-(Aminomethyl)-6-(2,4-dichlorophenyl)-2-phenylpyrimidin-4-amine

HRID 1793889노트

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HRID 1793889 반응식
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=2[Cl:17])[N:5]=[C:4]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].O.C(OCC)(=O)C>C1COCC1>[NH2:9][CH2:8][C:7]1[C:2]([NH2:1])=[N:3][C:4]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:5][C:6]=1[C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=1[Cl:17]

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 155282984-Amino-6-(2,4-dichloro-phenyl)-2-phenyl-pyrimidine-5-carbonitrileHCID 21226445Aluminium lithium hydride

생성물 1

HCID 116887765-(Aminomethyl)-6-(2,4-dichlorophenyl)-2-phenylpyrimidin-4-amine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
40 °C

실험 절차

Under an atmosphere of argon, a solution of 4-Amino-6-(2,4-dichloro-phenyl)-2-phenyl-pyrimidine-5-carbonitrile (1.16 g, 0.34 mmol) in THF (6 ml) was added slowly to a suspension of LiAlH4 in THF (3 ml). After stirring for 2 h at 40° C., the reaction mixture was cooled to −20° C. and water (0.6 ml) was added. After 15 min, ethyl acetate was added and the mixture was filtered through Decalite. The organic phase was then separated, washed with water, and dried over sodium sulfate. Purification by flash chromatography (silica gel, methanol, dichloromethane) afforded the title compound, MS: m/e=344.2 (M+), as a light yellow solid (0.446 g, 40%).

후처리

  1. temperaturethe reaction mixture was cooled to −20° C.
  2. waitAfter 15 min
  3. filtrationthe mixture was filtered through Decalite
  4. customThe organic phase was then separated
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. customPurification by flash chromatography (silica gel, methanol, dichloromethane)

출처 및 근거

ORD 기록
ord-28063529d97b45c292522ad930b4706d
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022718B2

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