4-(Morpholinomethyl)aniline → 5-Methyl-N2-(4-morpholin-4-ylmethyl-phenyl)-pyrimidine-2,4-diamine

HRID 1912182

反応式

HRID 1912182 の反応式
Cl[C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH3:9])=[CH:4][N:3]=1.[N:10]1([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=2)[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1>C(O)(=O)C>[CH3:9][C:5]1[C:6]([NH2:8])=[N:7][C:2]([NH:23][C:20]2[CH:19]=[CH:18][C:17]([CH2:16][N:10]3[CH2:11][CH2:12][O:13][CH2:14][CH2:15]3)=[CH:22][CH:21]=2)=[N:3][CH:4]=1

参加物

4

反応物 2

HCID 7768514-(Morpholinomethyl)anilineHCID 43021752-Chloro-5-methylpyrimidin-4-amine

生成物 1

HCID 576751245-Methyl-N2-(4-morpholin-4-ylmethyl-phenyl)-pyrimidine-2,4-diamine収率 83.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
70 °C

実験手順

A mixture of 2-chloro-5-methyl-pyrimidin-4-ylamine (0.40 g, 2.8 mmol) and 4-morpholin-4-ylmethyl-phenylamine (0.60 g, 3.1 mmol) in acetic acid (15 mL) was heated at 70° C. for 17 h. After cooling to room temperature, the mixture was concentrated. The residue was taken in water (30 mL) and neutralized with 10% NaOH solution until pH˜10. The resulting aqueous layer was extracted with EtOAc (2×30 mL) and the combined organic layers washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated to afford the title compound as a brown syrup (0.70 g, 83%). It was used in the next step without purification. MS (ES+): m/z 300 (M+H)+

後処理

  1. temperatureAfter cooling to room temperature
  2. concentrationthe mixture was concentrated
  3. extractionThe resulting aqueous layer was extracted with EtOAc (2×30 mL)
  4. washthe combined organic layers washed with brine
  5. dry with materialdried over anhydrous Na2SO4
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-34b3e8c047da41d1857c724e931f604d
出典データセット
uspto-grants-2013_12
特許番号
US08604042B2

関連ノート

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