Water → N1-(6-chloropyrimidin-4-yl)-N3,N3-dimethylpropane-1,3-diamine

HRID 58153ノート

反応式

HRID 58153 の反応式
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.CCN(C(C)C)C(C)C.[CH3:18][N:19]([CH3:24])[CH2:20][CH2:21][CH2:22][NH2:23].O>CC(O)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:23][CH2:22][CH2:21][CH2:20][N:19]([CH3:24])[CH3:18])[CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 7993N,N-Dimethyl-1,3-propanediamineHCID 709434,6-DichloropyrimidineHCID 81531Diisopropylethylamine

生成物 1

HCID 56832157N1-(6-chloropyrimidin-4-yl)-N3,N3-dimethylpropane-1,3-diamine収率 80%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

To a solution of 4,6-dichloro-pyrimidine (1 g, 6.7 mmol) and DIPEA (1.03 g, 8 mmol) in iPrOH (20 mL) was added N,N-dimethyl-propane-1,3-diamine (714 g, 7 mmol) at room temperature. The resulting mixture was stirred for 2 hours. Water was added and the mixture was extracted with DCM. The combined extracts were washed with brine, dried over anhydrous Na2SO4, and concentrated to give the crude product, which was purified by flash chromatography on silica to obtain the title compound (1.15 g, yield: 80%). MS (ESI): 215 [M+H]+.

後処理

  1. extractionthe mixture was extracted with DCM
  2. washThe combined extracts were washed with brine
  3. dry with materialdried over anhydrous Na2SO4
  4. concentrationconcentrated
  5. customto give the crude product, which
  6. customwas purified by flash chromatography on silica

出典と根拠

ORDレコード
ord-3ee391e11dbd4aecab3a79922157b754
出典データセット
uspto-grants-2016_09
特許番号
US09434697B2

反応ノート

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