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

HRID 2240279노트

반응식

HRID 2240279 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b201cda3cc8045d3a216e54b68885b0e
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723360B2

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