Hydroxyamine hydrochloride → 1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-(2-pyrrolidon-1-yl)methylindole

HRID 1790518노트

반응식

HRID 1790518 반응식
[F:1][C:2]1[CH:31]=[CH:30][C:5]([CH2:6][CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([CH2:23][NH:24][C:25](=O)[CH3:26])[CH:21]=4)[C:16](C=O)=[CH:15]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.Cl.NO.[C:35]([O-])(=[O:37])[CH3:36].[Na+]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([N:14]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([CH2:23][N:24]5[CH2:25][CH2:26][CH2:36][C:35]5=[O:37])[CH:21]=4)[CH:16]=[CH:15]3)[CH2:12][CH2:13]2)=[CH:30][CH:31]=1

참가 물질

5

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 220380151-[1-(4-Fluorophenethyl)piperidin-4-yl]-3-formyl-6-acetamidomethylindole

생성물 1

HCID 220379311-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-(2-pyrrolidon-1-yl)methylindole수율 89.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A liquid mixture of 1-[1-(4-fluorophenethyl)piperidin-4-yl]-3-formyl-6-acetamidomethylindole (0.09 g) obtained in Example 370, hydroxylamine hydrochloride (0.02 g) and anhydrous sodium acetate (0.03 g) in methanol (10 ml) was stirred at room temperature for 1 hr. Then the reaction mixtures were concentrated and the residue was partitioned between ethyl acetate (20 ml) and a 1 N aqueous solution (10 ml) of sodium hydroxide. The ethyl acetate layer was washed successively with water and brine, dried over magnesium sulfate and concentrated under reduced pressure. Then the residue was crystallized from ether/hexane, collected by filtration, washed with hexane and dried to give the title compound (0.08 g) as a pale yellow powder (yield: 88.5%).

후처리

  1. customThen the reaction mixtures
  2. concentrationwere concentrated
  3. customthe residue was partitioned between ethyl acetate (20 ml)
  4. washThe ethyl acetate layer was washed successively with water and brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThen the residue was crystallized from ether/hexane
  8. filtrationcollected by filtration
  9. washwashed with hexane
  10. customdried

출처 및 근거

ORD 기록
ord-9d1a8770810041799eef5f2768e408fc
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071201B2

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