Hydrochloric Acid → HCID 178489134、化合物

HRID 735406ノート

反応式

HRID 735406 の反応式
F[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)=O.O.[NH2:23][NH2:24].CCOC(C)=O.Cl>N1C=CC=CC=1.CN(C)C1C=CN=CC=1>[CH3:21][O:20][C:17]1[CH:18]=[CH:19][C:14]([C:12]2[C:3]3[C:2](=[C:7]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:5][CH:4]=3)[NH:24][N:23]=2)=[CH:15][CH:16]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 24654Hydrazine hydrate (1:1)HCID 11231817(2-Fluoro-3-trifluoromethyl-phenyl)-(4-methoxy-phenyl)-methanone

生成物 1

HCID 178489134HCID 178489134、化合物

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1049Pyridine溶媒

反応条件

温度
100 °C

実験手順

(2-Fluoro-3-trifluoromethyl-phenyl)-(4-methoxy-phenyl)-methanone (59.6 mg, 0.2 mmol) was dissolved in 1 ml of pyridine. Hydrazine hydrate (97 μl, 2 mmol) and 4-(dimethylamino)-pyridine (24.4 mg, 0.2 mmol) were added. The reaction mixture was stirred overnight at 100° C. After cooling to room temperature, EtOAc and 1M HCl were added. The organic phase was washed three times with brine, dried over MgSO4 and concentrated under vacuum. Purification of the crude product by flash column chromatography on silica gel (n-heptane/ethyl acetate, 85:15) afforded 56 mg of the analytically pure product.

後処理

  1. temperatureAfter cooling to room temperature
  2. washThe organic phase was washed three times with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under vacuum
  5. customPurification of the crude product by flash column chromatography on silica gel (n-heptane/ethyl acetate, 85:15)
  6. customafforded 56 mg of the analytically pure product

出典と根拠

ORDレコード
ord-e5b002c7829a48b59466c67f9f54788a
出典データセット
uspto-grants-2009_09
特許番号
US07592363B2

反応ノート

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