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

HRID 479362ノート

反応式

HRID 479362 の反応式
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

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 11352263HCID 11352263、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒2 回HCID 6344Dichloromethane溶媒

実験手順

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]+).

後処理

  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

出典と根拠

ORDレコード
ord-aca9811e83ad467999f49d492343709e
出典データセット
uspto-grants-2003_11
特許番号
US06645958B2

反応ノート

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