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

HRID 2377767

反応式

HRID 2377767 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
82 °C

実験手順

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 nm).

後処理

  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

出典と根拠

ORDレコード
ord-589432eb74324ce59c14c20a1f47984e
出典データセット
uspto-grants-2008_12
特許番号
US07470696B2

関連ノート

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