3-(2-Morpholin-4-ylethoxy)benzaldehyde → HCID 178437845, 화합물

HRID 619154노트

반응식

HRID 619154 반응식
[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

참가 물질

3

반응물 2

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

생성물 1

HCID 178437845HCID 178437845, 화합물

반응 조건

온도
160 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-06df213433b4466ab6af85dd9bff86f6
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05958929

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