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Water → 6-Chloro-N-(2-pyridinylmethyl)-4-pyrimidinamine

HRID 58164
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HRID 58164 반응식
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.CCN(C(C)C)C(C)C.[N:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH2:24][NH2:25].O>CC(O)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:25][CH2:24][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][N:18]=2)[CH:7]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 195092-PyridinemethanamineHCID 709434,6-DichloropyrimidineHCID 81531Diisopropylethylamine

생성물 1

HCID 534102726-Chloro-N-(2-pyridinylmethyl)-4-pyrimidinamine수율 78%

시약·촉매·용매 1

HCID 3776Isopropanol용매
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실험 절차

To a solution of 4,6-dichloro-pyrimidine (1 g, 7 mmol) in iPrOH (40 mL) and DIPEA (1.16 g, 9 mmol) was added a solution of 2-pyridinylmethanamine (970 g, 9 mmol) at room temperature. The resulting mixture was stirred at room temperature for 2.5 hours. Water was added and the mixture was extracted with DCM. The combined extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated to give a crude product, which was purified by flash chromatography on silica to obtain the title compound (1.2 g, yield: 78%). MS (ESI): 221 [M+H]+.

후처리

  1. extractionthe mixture was extracted with DCM
  2. washThe combined extracts were washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customto give a crude product, which
  6. customwas purified by flash chromatography on silica

출처 및 근거

ORD 기록
ord-fc5e87935fb649a98361c1c74cfdadd2
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09434697B2

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