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Potassium Carbonate → Butyl 6-[N-(5-bromo-2-cyclopropylmethoxybenzyl)-N-ethylamino]pyridazine-3-carboxylate

HRID 840306
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HRID 840306 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:25])=[C:6]([CH:24]=1)[CH2:7][N:8]([C:11]1[N:16]=[N:15][C:14]([C:17]([O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[O:18])=[CH:13][CH:12]=1)[CH2:9][CH3:10].Br[CH2:27][CH:28]1[CH2:30][CH2:29]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:25][CH2:27][CH:28]2[CH2:30][CH2:29]2)=[C:6]([CH:24]=1)[CH2:7][N:8]([C:11]1[N:16]=[N:15][C:14]([C:17]([O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[O:18])=[CH:13][CH:12]=1)[CH2:9][CH3:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 81503BromomethylcyclopropaneHCID 22622486butyl 6-[N-(5-bromo-2-hydroxybenzyl)-N-ethylamino]pyridazine-3-carboxylate

생성물 1

HCID 22622526Butyl 6-[N-(5-bromo-2-cyclopropylmethoxybenzyl)-N-ethylamino]pyridazine-3-carboxylate수율 94%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of n-butyl 6-[N-(5-bromo-2-hydroxybenzyl)-N-ethylamino]pyridazine-3-carboxylate (reference example 3) (0.286 g, 0.69 mmol) in DMF (3.5 ml) was treated with bromomethylcyclopropane (0.1 g, 0.78 mmol) and potassium carbonate (0.473 g, 3.4 mmol). The reaction was allowed to stir at ambient temperature for 60 hours. The solvent was evaporated at reduced pressure (vacuum pump) and the residue partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate (2×10 ml). The organic layers were combined dried (MgSO4) and evaporated. The residue was purified by chromatography (eluant: ethyl acetate/hexane) to give the title compound as a pale yellow oil (0.3 g, 94%).

후처리

  1. customThe solvent was evaporated at reduced pressure (vacuum pump)
  2. customthe residue partitioned between ethyl acetate and water
  3. extractionThe aqueous layer was extracted with ethyl acetate (2×10 ml)
  4. dry with materialThe organic layers were combined dried (MgSO4)
  5. customevaporated
  6. customThe residue was purified by chromatography (eluant: ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-c544195f912746329dcded2cec30e8f5
출처 데이터셋
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06365603B1

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