Water → 3-(4-Chloro-phenyl)-6-[4-(4-pyrrolidin-1-ylmethyl-phenyl)-but-1-ynyl]-pyridazin

HRID 1916543노트

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HRID 1916543 반응식
C(N(CC)CC)C.Cl[C:9]1[N:10]=[N:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)=[CH:13][CH:14]=1.[CH2:22]([C:26]1[CH:37]=[CH:36][C:29]([CH2:30][N:31]2[CH2:35][CH2:34][CH2:33][CH2:32]2)=[CH:28][CH:27]=1)[CH2:23][C:24]#[CH:25].O>CN(C=O)C.[Cu]I>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([C:12]2[N:11]=[N:10][C:9]([C:25]#[C:24][CH2:23][CH2:22][C:26]3[CH:37]=[CH:36][C:29]([CH2:30][N:31]4[CH2:35][CH2:34][CH2:33][CH2:32]4)=[CH:28][CH:27]=3)=[CH:14][CH:13]=2)=[CH:16][CH:17]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 122575023-Chloro-6-(4-chlorophenyl)pyridazineHCID 859698431-(4-But-3-ynyl-benzyl)-pyrrolidine

생성물 1

HCID 100924723-(4-Chloro-phenyl)-6-[4-(4-pyrrolidin-1-ylmethyl-phenyl)-but-1-ynyl]-pyridazin

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

Under an argon atmosphere 0.1 mL (0.72 mmol) triethylamine, 3 mg (0.02 mmol) CuI and 8 mg (0.01 mmol) bis-triphenylphosphane-palladium(II)-chloride are added to a solution of 77 mg (0.34 mmol) 3-chloro-6-(4-chloro-phenyl)-pyridazine and 73 mg (0.34 mmol) 1-(4-but-3-ynyl-benzyl)-pyrrolidine (Example 2e) in 4 mL DMF and the reaction mixture is stirred for 20 min at 100° C. and at 300 W in the microwave. The reaction mixture is combined with 10 mL water, extracted with 10 mL EtOAc and the organic phase is washed with water and dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (silica gel, EtOAc/MeOH/NH3 90:10:1).

후처리

  1. extractionextracted with 10 mL EtOAc
  2. washthe organic phase is washed with water
  3. dry with materialdried over Na2SO4
  4. customis purified by chromatography (silica gel, EtOAc/MeOH/NH3 90:10:1)

출처 및 근거

ORD 기록
ord-05ee01884f09455dbae81d294c7d2f37
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618132B2

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