3-(2-Morpholin-4-ylethoxy)benzaldehyde → HCID 178437845、化合物

HRID 619154ノート

反応式

HRID 619154 の反応式
[CH:1]1([N:6]2[C:10]([NH2:11])=[C:9]([C:12]([NH2:14])=[O:13])[C:8]([CH2:15][CH3:16])=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[N:17]1([CH2:23][CH2:24][O:25][C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=2)[CH:29]=O)[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1>>[CH:1]1([N:6]2[C:10]3=[N:11][C:29]([C:28]4[CH:31]=[CH:32][CH:33]=[C:26]([O:25][CH2:24][CH2:23][N:17]5[CH2:22][CH2:21][O:20][CH2:19][CH2:18]5)[CH:27]=4)=[N:14][C:12](=[O:13])[C:9]3=[C:8]([CH2:15][CH3:16])[NH:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

参加物

3

反応物 2

HCID 71646203-(2-Morpholin-4-ylethoxy)benzaldehydeHCID 224493525-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamide

生成物 1

HCID 178437845HCID 178437845、化合物

反応条件

温度
160 °C

実験手順

A mixture of 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide (1.05 g, 4.73 mmol), 3-[2-(4-morpholinyl)ethoxy]benzaldehyde (1.67 g) and xylenes (7 ml) was heated to 160° C. overnight. Additional aldehyde (0.4 g) was added and the mixture was heated at 160° C. until the reaction was complete. The reaction mixture was cooled to room temperature and a solid formed which was collected by filtration and washed with ether. The filtrate was concentrated to dryness and the residue was combined with the solid and was purified by column chromatography on silica gel eluting with ethyl acetate/ethanol (60/40). The solid product thus obtained was washed with ether, recrystallized from ethyl acetate and then washed with ether again to afford 1-cyclopentyl-3-ethyl-6-[3-[2-(4-morpholinyl)ethoxy]phenyl]-pyrazolo[3,4-d]pyrimidin-4-one, m.p. 173-176° C.

後処理

  1. temperaturethe mixture was heated at 160° C. until the reaction
  2. temperatureThe reaction mixture was cooled to room temperature
  3. customa solid formed which
  4. filtrationwas collected by filtration
  5. washwashed with ether
  6. concentrationThe filtrate was concentrated to dryness
  7. customwas purified by column chromatography on silica gel eluting with ethyl acetate/ethanol (60/40)
  8. customThe solid product thus obtained
  9. washwas washed with ether
  10. customrecrystallized from ethyl acetate
  11. washwashed with ether again

出典と根拠

ORDレコード
ord-06df213433b4466ab6af85dd9bff86f6
出典データセット
uspto-grants-1999_09
特許番号
US05958929

反応ノート

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