Hydrochloric Acid → N-(2-methylcyclopentyl)-3-fluoro-4-(2-propynyloxy)benzamide

HRID 602001

반응식

HRID 602001 반응식
[CH3:1][CH:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[NH:7][C:8](=[O:17])[C:9]1[CH:14]=[CH:13][C:12](F)=[C:11]([F:16])[CH:10]=1.[CH2:18]([OH:21])[C:19]#[CH:20].[H-].[Na+].Cl>CN(C=O)C>[CH3:1][CH:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[NH:7][C:8](=[O:17])[C:9]1[CH:14]=[CH:13][C:12]([O:21][CH2:18][C:19]#[CH:20])=[C:11]([F:16])[CH:10]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7859Propargyl alcoholHCID 24758Sodium hydrideHCID 57445707N-(2-methylcyclopentyl)-3,4-difluorobenzamide

생성물 1

HCID 57445708N-(2-methylcyclopentyl)-3-fluoro-4-(2-propynyloxy)benzamide수율 41.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To 2 ml of DMF were added 0.23 g of N-(2-methylcyclopentyl)-3,4-difluorobenzamide and 0.11 g of propargyl alcohol. To the mixture obtained was added 60 mg of 60% sodium hydride (oily) at 0° C. The mixture was stirred at room temperature for 2 hours. Then, dilute hydrochloric acid was added to the reaction mixture and extracted with ethyl acetate. The organic layer was washed with brine, dried on magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.11 g of N-(2-methylcyclopentyl)-3-fluoro-4-(2-propynyloxy)benzamide (hereinafter, described as the compound 69 of the present invention) represented by the formula:

후처리

  1. customTo the mixture obtained
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. customdried on magnesium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1bf7884cf91144649307f95aa87047ab
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902400B2

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