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4,6-Dichloropyrimidine → n2-(6-Chloropyrimidin-4-yl)-n6-methylpyridine-2,6,diamine

HRID 577321
ノート
印刷プレビュー

反応式

HRID 577321 の反応式
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([NH2:9])[N:4]=1.Cl[C:11]1[CH:16]=[C:15]([Cl:17])[N:14]=[CH:13][N:12]=1.CCN(C(C)C)C(C)C>C(O)CCC>[Cl:17][C:15]1[N:14]=[CH:13][N:12]=[C:11]([NH:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([NH:2][CH3:1])[N:4]=2)[CH:16]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 709434,6-DichloropyrimidineHCID 81531DiisopropylethylamineHCID 55281082N2-Methylpyridine-2,6-diamine

生成物 1

HCID 57708344n2-(6-Chloropyrimidin-4-yl)-n6-methylpyridine-2,6,diamine収率 33%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

反応条件

温度
120 °C

実験手順

A mixture of 2-methylamino-6-aminopyridine (0.5 g, 4.04 mmol), 4,6-dichloropyrimidine (1.51 g, 10.13 mmol), DIPEA (1.5 g, 12.17 mmol) in n-butanol (5 mL) was heated at 120° C. for 16 h. The reaction mixture was cooled, was concentrated under reduced pressure and the residue was taken in dichloromethane (25 mL). The dichloromethane solution was washed with NaHCO3 solution (2 mL), water (2 mL) and brine (2 mL), was dried over Na2SO4 and was concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, 60-120, petroleum ether/ethyl acetate, 6/4) to give N2-(6-chloropyrimidin-4-yl)-N6-methylpyridine-2,6,diamine (0.3 g, 33%) as a yellow solid.

後処理

  1. temperatureThe reaction mixture was cooled
  2. concentrationwas concentrated under reduced pressure
  3. washThe dichloromethane solution was washed with NaHCO3 solution (2 mL), water (2 mL) and brine (2 mL)
  4. dry with materialwas dried over Na2SO4
  5. concentrationwas concentrated under reduced pressure
  6. customThe residue was purified by column chromatography (SiO2, 60-120, petroleum ether/ethyl acetate, 6/4)

出典と根拠

ORDレコード
ord-2a0fec00b8ec40b789741ae67cc37285
出典データセット
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09040541B2

反応ノート

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