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

HRID 577321
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HRID 577321 반응식
[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
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참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 2631-Butanol용매

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온도
120 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-2a0fec00b8ec40b789741ae67cc37285
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09040541B2

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