Methanol → 1-(3-Methyl-1H-indazol-5-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

HRID 80121노트

반응식

HRID 80121 반응식
[C:1]([C:4]1[CH:5]=[C:6]([N:11]2[CH2:15][CH2:14][N:13]([C:16]3[CH:17]=[N:18][CH:19]=[CH:20][C:21]=3[CH3:22])[C:12]2=[O:23])[CH:7]=[CH:8][C:9]=1F)(=O)[CH3:2].CO.O.[NH2:27][NH2:28]>C(Cl)(Cl)Cl>[CH3:2][C:1]1[C:4]2[C:9](=[CH:8][CH:7]=[C:6]([N:11]3[CH2:15][CH2:14][N:13]([C:16]4[CH:17]=[N:18][CH:19]=[CH:20][C:21]=4[CH3:22])[C:12]3=[O:23])[CH:5]=2)[NH:28][N:27]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 24654Hydrazine hydrate (1:1)HCID 687845751-(3-Acetyl-4-fluoro-phenyl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

생성물 1

HCID 1784283941-(3-Methyl-1H-indazol-5-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one수율 14%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

1-(3-Acetyl-4-fluoro-phenyl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (160 mg, 0.513 mmol) in hydrazine hydrate (5 mL) was taken in a reaction flask and the flask was heated to reflux and maintained for 21 hours. The reaction was monitored by TLC (10% MeOH in CHCl3). The reaction mixture was partitioned between ethylacetate and water. The organic layer was dried over Na2SO4, filtered and the filtrate was concentrated. Purification by column chromatography on silica gel (3% MeOH in CHCl3), followed by preparative HPLC afforded 22 mg of the product (14% yield).

후처리

  1. temperaturethe flask was heated
  2. temperatureto reflux
  3. temperaturemaintained for 21 hours
  4. customThe reaction mixture was partitioned between ethylacetate and water
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated
  8. customPurification by column chromatography on silica gel (3% MeOH in CHCl3)

출처 및 근거

ORD 기록
ord-6bdc597d4d3f4dd080b9e261931992a0
출처 데이터셋
uspto-grants-2014_09
특허 번호
USRE045173E1

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