Water → HCID 178456700、化合物

HRID 433011

反応式

HRID 433011 の反応式
Br[CH:2]([C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)[C:3]([C:5]1[CH:16]=[CH:15][C:8]2[N:9]=[N:10][N:11]([CH:12]([CH3:14])[CH3:13])[C:7]=2[CH:6]=1)=O.C(=O)([O-])[O-].[Cs+].[Cs+].Cl.[C:31]([C:34]1[CH:35]=[N:36][CH:37]=[CH:38][CH:39]=1)(=[NH:33])[NH2:32].O>CN(C)C=O>[F:23][C:20]1[CH:21]=[CH:22][C:17]([C:2]2[N:33]=[C:31]([C:34]3[CH:35]=[N:36][CH:37]=[CH:38][CH:39]=3)[NH:32][C:3]=2[C:5]2[CH:16]=[CH:15][C:8]3[N:9]=[N:10][N:11]([CH:12]([CH3:14])[CH3:13])[C:7]=3[CH:6]=2)=[CH:18][CH:19]=1

参加物

6

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 202042Nicotinamidine hydrochlorideHCID 187607892-bromo-2-(4-fluoro-phenyl)-1-(3-isopropyl-3H-benzotriazol-5-yl)-ethanone

生成物 1

HCID 178456700HCID 178456700、化合物収率 39.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

To a stirred solution of 29 mg of 2-bromo-2-(4-fluoro-phenyl)-1-(3-isopropyl-3H-benzotriazol-5-yl)-ethanone in 0.38 mL of N,N-dimethylformamide was added 75 mg of cesium carbonate and 24 mg of 3-amidinopyridine hydrochloride. The mixture was heated at 50° C. for 30 min. The orange-brown mixture was cooled to 22° C., transferred to a separatory funnel with water, and extracted with ethyl acetate (3×). The combined organic layers were washed with brine, dried (sodium sulfate), filtered, and the filtrate was concentrated to an orange oil. This oil was purified by flash chromatography (eluting with ethyl acetate) to give 12 mg of 6-[5-(4-fluoro-phenyl)-2-pyridin-3-yl-3H-imidazol-4-yl]-1-isopropyl-1H-benzotriazole as a white solid. LCMS m/z 399 (M+1).

後処理

  1. temperatureThe orange-brown mixture was cooled to 22° C.
  2. extractionextracted with ethyl acetate (3×)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried (sodium sulfate)
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated to an orange oil
  7. customThis oil was purified by flash chromatography (eluting with ethyl acetate)

出典と根拠

ORDレコード
ord-cd4a29b579b448c4a6427bdd90aad16a
出典データセット
uspto-grants-2003_12
特許番号
US06664395B2

関連ノート

読み込み中…