Morpholine → 4-Amino-6-methyl-2-morpholin-4-yl-5-nitropyrimidine

HRID 457553

반응식

HRID 457553 반응식
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([CH3:11])[N:5]=[C:4](Cl)[N:3]=1.[NH:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1>C(O)C>[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([CH3:11])[N:5]=[C:4]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[N:3]=1

참가 물질

4

반응물 2

HCID 8083MorpholineHCID 2274594-Amino-2-chloro-6-methyl-5-nitropyrimidine

생성물 1

HCID 29121954-Amino-6-methyl-2-morpholin-4-yl-5-nitropyrimidine

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
82 °C

실험 절차

To pressure vessel, a mixture of commercially available 4-amino-2-chloro-6-methyl-5-nitropyrimidine (2.00 g, 10.6 mmol) and morpholine (1.85 mL, 21.2 mmol) in absolute ethanol (40 mL) was stirred at 82° C. for 16 hours. Absolute ethanol was evaporated in vacuo and the crude product was dissolved in a mixture of THF:EtOAc and this then subjected on top of a silica gel pad. Elution with EtOAc gave, after evaporation, the title compound as a yellow solid (2.47 g, 97%): IR (KBr, cm−1) 3468, 3307, 1615, 1560, 1247; 1H NMR (400 MHz, DMSO) δ 7.96 (s, 2H), 3.77 (br s, 4H), 3.62–3.60 (m, 4H), 2.53 (s, 3H); LCMS (+ESI, M+H+) m/z 240; HPLC: 100% (220 m).

후처리

  1. customAbsolute ethanol was evaporated in vacuo
  2. dissolutionthe crude product was dissolved in a mixture of THF
  3. washElution with EtOAc
  4. customgave
  5. customafter evaporation

출처 및 근거

ORD 기록
ord-2c9870f5f2cb4967a38d10a43b0e7f0f
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07189716B2

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