Sodium hydride → HCID 9927063, 화합물

HRID 2268829노트

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HRID 2268829 반응식
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:9])[C:7]=1[CH3:8].[H-].[Na+].Cl[C:13]1[C:22]2[C:17](=[CH:18][C:19]([O:23][CH3:24])=[CH:20][CH:21]=2)[CH:16]=[N:15][N:14]=1>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:9])[C:7]=1[CH2:8][C:13]1[C:22]2[C:17](=[CH:18][C:19]([O:23][CH3:24])=[CH:20][CH:21]=2)[CH:16]=[N:15][N:14]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 109538273,5-Dichloro-4-methylpyridineHCID 183816081-Chloro-6-methoxyphthalazine

생성물 1

HCID 9927063HCID 9927063, 화합물수율 79.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A solution of 3,5-dichloro-4-methyl-pyridine (11.32 g, 70 mmoles) in dry DMF (100 ml) was stirred under N2 at room temperature, then added with 60% NaH in oil (2.8 g, 70 mmoles). After 1 hour at room temperature a solution of 1-chloro-6-methoxy-phthalazine (6.8 g, 35 mmoles), prepared as described in example 4, in DMF (250 ml) was added. The mixture was left at room temperature for 20 hours, then poured into water/ice (pH≅8) and extracted more times with CH2Cl2. The organic phases were washed with water, anhydrified and brought to dryness to give a solid which was triturated in isopropyl ether (100 ml) and filtered. The mother liquors were dried and the residue flash chromatographed with ethyl acetate to give 8.9 g of the title compound (yield: 79.5%). m.p.: 173-175° C. 1H-NMR (CDCl3) δ: 9.32(s,1H); 8.50(s,2H); 8.11(d,1H,J=9.0 Hz); 7.56(dd,1H); 7.20(d,1H,J=2.6 Hz); 4.90(s,2H); 4.00(s,3H).

후처리

  1. customprepared
  2. additionwas added
  3. extractionextracted more times with CH2Cl2
  4. washThe organic phases were washed with water
  5. customto give a solid which
  6. customwas triturated in isopropyl ether (100 ml)
  7. filtrationfiltered
  8. customThe mother liquors were dried
  9. customthe residue flash chromatographed with ethyl acetate

출처 및 근거

ORD 기록
ord-3ec9fb3027bd46e08d6e4222a05a299e
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06329370B1

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