Nitrogen → 1-[4-(3,5-Dichloro-pyridin-4-ylmethyl)-7-methoxy-1H-phthalazin-2-yl]-ethanone

HRID 2268844노트

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HRID 2268844 반응식
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:21])[C:7]=1[CH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][CH3:20])=[CH:16][CH:17]=2)[CH2:12][NH:11][N:10]=1.N#N.C(N(CC)CC)C.[C:31](Cl)(=[O:33])[CH3:32]>C1COCC1>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:21])[C:7]=1[CH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][CH3:20])=[CH:16][CH:17]=2)[CH2:12][N:11]([C:31](=[O:33])[CH3:32])[N:10]=1

참가 물질

6

반응물 4

HCID 947NitrogenHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 9797215Phthalazine, 4-[(3,5-dichloro-4-pyridinyl)methyl]-1,2-dihydro-7-methoxy-

생성물 1

HCID 183816741-[4-(3,5-Dichloro-pyridin-4-ylmethyl)-7-methoxy-1H-phthalazin-2-yl]-ethanone수율 86.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

As an alternative to the previous synthesis, the title compound was prepared starting from a solution of 4-(3,5-dichloro-pyridin-4-ylmethyl)-7-methoxy-1,2-dihydro-phthalazine (2 g, 6.2 mmoles), prepared as described in example 22, in dry THF (60 ml) under stirring and dry N2 at 0° C. The mixture was added with triethylamine (1.57 g, 15.5 mmoles), then with acetyl chloride (0.44 ml, 6.2 mmoles). After 10 minutes the mixture was brought to room temperature and kept at such temperature for 2.5 hours, then poured into water/ice and extracted more times with CH2Cl2. The organic phases were washed with 5% NaOH and water, anhydrified and brought to dryness to give a solid which, by crystallisation from acetonitrile (70 ml), gave 1.95 g of the title compound having the same physo-chemical characteristics set forth at point A.

후처리

  1. customAs an alternative to the previous synthesis
  2. customthe title compound was prepared
  3. customprepared
  4. customat 0° C
  5. waitkept at such temperature for 2.5 hours
  6. extractionextracted more times with CH2Cl2
  7. washThe organic phases were washed with 5% NaOH and water
  8. customto give a solid which
  9. customby crystallisation from acetonitrile (70 ml)

출처 및 근거

ORD 기록
ord-a3e01ba6e66b46e79c9c9b5b07428a80
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06329370B1

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