Hydrochloric Acid → 4-{4-[(7-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amino]-butyl}-[1,4]diazepan-5-one

HRID 2415230노트

반응식

HRID 2415230 반응식
C(OC([N:8]1[CH2:14][CH2:13][C:12](=[O:15])[N:11]([CH2:16][CH2:17][CH2:18][CH2:19][N:20]([CH:24]2[CH2:33][CH2:32][C:31]3[C:26](=[CH:27][C:28]([O:34][CH3:35])=[CH:29][CH:30]=3)[CH2:25]2)[CH2:21][CH2:22][CH3:23])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.Cl>C(Cl)Cl.C(OCC)C>[CH3:35][O:34][C:28]1[CH:27]=[C:26]2[C:31]([CH2:32][CH2:33][CH:24]([N:20]([CH2:21][CH2:22][CH3:23])[CH2:19][CH2:18][CH2:17][CH2:16][N:11]3[C:12](=[O:15])[CH2:13][CH2:14][NH:8][CH2:9][CH2:10]3)[CH2:25]2)=[CH:30][CH:29]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 11352263HCID 11352263, 화합물

생성물 1

HCID 102218334-{4-[(7-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amino]-butyl}-[1,4]diazepan-5-one수율 115.2%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 6344Dichloromethane용매

실험 절차

To 4-{4-[(7-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amino]-butyl}-5-oxo-[1,4]diazepane-1-carboxylic acid tert-butyl ester (800 mg, 1.64 mmol) in methylene chloride (15 mL) was added trifluoroacetic acid (5 mL) in a single portion and the reaction was stirred at room temperature for 30 min. The mixture was concentrated to dryness in-vacuo, dissolved in water (40 mL) and treated with 15% aq. KOH (20 mL). The solution was extracted with ethyl acetate, washed with brine, dried (MgSO4) and concentrated in-vacuo. The free base (636 mg, 1.64 mmol) was taken up in diethyl ether (30 mL) and treated with 1M HCl in ether (3.3 mL). The solid was collected and dried under vacuum to afford 732 mg of 4-{4-[(7-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amino]-butyl}-[1,4]diazepan-5-one 5 as a dihydrochloride salt. MS: 374([M+H]+).

후처리

  1. concentrationThe mixture was concentrated to dryness in-vacuo
  2. dissolutiondissolved in water (40 mL)
  3. additiontreated with 15% aq. KOH (20 mL)
  4. extractionThe solution was extracted with ethyl acetate
  5. washwashed with brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated in-vacuo
  8. customThe solid was collected
  9. customdried under vacuum

출처 및 근거

ORD 기록
ord-c19e02f4971f43acbb3b8064441c15d1
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06818645B2

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