Water → 1-(1-Benzyl-piperidin-4-yl)-2-ethyl-5-fluoro-1H-benzimidazole

HRID 2240279ノート

反応式

HRID 2240279 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=2[NH:22][C:23](=O)[CH2:24][CH3:25])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C([O-])([O-])=O.[K+].[K+]>C(O)(=O)C.C(OCC)(=O)C>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=3[N:22]=[C:23]2[CH2:24][CH3:25])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 58599525N-[2-(1-Benzyl-piperidin-4-ylamino)-5-fluorophenyl]-propionamide

生成物 1

HCID 585995231-(1-Benzyl-piperidin-4-yl)-2-ethyl-5-fluoro-1H-benzimidazole収率 96.3%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 8857Ethyl Acetate溶媒

実験手順

N-[2-(1-Benzyl-piperidin-4-ylamino)-5-fluorophenyl]-propionamide (7 g) in glacial acetic acid (70 ml) was heated at reflux for 1 h. After cooling the residue was dissolved in ethyl acetate (100 ml) and water (50 ml) was then added. The mixture was made alkaline with K2CO3, and the organic layer separated, washed with water, then dried and concentrated in vacuo. The resulting oil was purified by flash chromatography (9:1 DCM:MeOH) to yield 6.4 g of the title compound.

後処理

  1. temperatureat reflux for 1 h
  2. temperatureAfter cooling the residue
  3. customthe organic layer separated
  4. washwashed with water
  5. customdried
  6. concentrationconcentrated in vacuo
  7. customThe resulting oil was purified by flash chromatography (9:1 DCM:MeOH)

出典と根拠

ORDレコード
ord-b201cda3cc8045d3a216e54b68885b0e
出典データセット
uspto-grants-2010_05
特許番号
US07723360B2

反応ノート

読み込み中…