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

HRID 80121ノート

反応式

HRID 80121 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-6bdc597d4d3f4dd080b9e261931992a0
出典データセット
uspto-grants-2014_09
特許番号
USRE045173E1

反応ノート

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