Water → 1'-[6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]-3H-spiro[1-benzofuran-2,3'-pyrrolidine]

HRID 2036125노트

반응식

HRID 2036125 반응식
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[N:9]=2)=[CH:6][CH:7]=1.Cl.[NH:15]1[CH2:19][CH2:18][C:17]2([CH2:23][C:22]3[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=3[O:20]2)[CH2:16]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH3:13][C:10]1[N:9]=[C:8]([C:5]2[N:4]=[N:3][C:2]([N:15]3[CH2:19][CH2:18][C:17]4([CH2:23][C:22]5[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=5[O:20]4)[CH2:16]3)=[CH:7][CH:6]=2)[O:12][N:11]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 167322943-Chloro-6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazineHCID 203942743H-spiro[1-benzofuran-2,3'-pyrrolidine] hydrochloride

생성물 1

HCID 250010011'-[6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]-3H-spiro[1-benzofuran-2,3'-pyrrolidine]수율 52.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 3-chloro-6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazine (39 mg) obtained in Example 43(2), 3H-spiro[1-benzofuran-2,3′-pyrrolidine] hydrochloride (42 mg) and potassium carbonate (55 mg) was stirred in DMF (5 mL) at 120° C. overnight. After cooling to room temperature, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The desiccant was filtered off, and the filtrate was concentrated. The residue was washed with a small amount of acetic acid to give the object product (35 mg, 52%).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationThe desiccant was filtered off
  5. concentrationthe filtrate was concentrated
  6. washThe residue was washed with a small amount of acetic acid

출처 및 근거

ORD 기록
ord-8cb62c7e6e9f482ea69a2e0fbd60d8e2
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575167B2

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