1-Chloro-4-(chloromethyl)benzene → 2-Amino-7-(p-chloro-benzyl)-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine

HRID 1153764Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1153764
Br.Br.[NH2:3][C:4]1[CH:5]=[N:6][C:7]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9][C:8]=2[N:14]=1.C(N(C(C)C)C(C)C)C.[Cl:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Cl)=[CH:27][CH:26]=1>C(#N)C>[NH2:3][C:4]1[CH:5]=[N:6][C:7]2[CH2:13][CH2:12][N:11]([CH2:29][C:28]3[CH:31]=[CH:32][C:25]([Cl:24])=[CH:26][CH:27]=3)[CH2:10][CH2:9][C:8]=2[N:14]=1

Komponenten

5

Edukt 3

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 81531DiisopropylethylamineHCID 204363772-amino-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine dihydrobromide

Produkt 1

HCID 130370462-Amino-7-(p-chloro-benzyl)-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

3.0 gm (9.2 mmols) of 2-amino-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine dihydrobromide were suspended in 100 ml of acetonitrile, 7.5 ml of N-ethyl-diisopropylamine were added to the suspension, and the mixture was admixed dropwise with 1.5 gm (9.3 mmols) of p-chloro-benzyl-chloride. The reaction mixture was stirred for 48 hours and then evaporated, the residue was acidified with dilute hydrochloric acid, and the mixture was extracted with methylene chloride. The aqueous phase was made alkaline and then exhaustively extracted with methylene chloride, the extracts were evaporated, and the residue was column-chromatographically purified on silicagel with ethyl acetate as the mobile phase.

Aufarbeitung

  1. customevaporated
  2. extractionthe mixture was extracted with methylene chloride
  3. extractionexhaustively extracted with methylene chloride
  4. customthe extracts were evaporated
  5. custompurified on silicagel with ethyl acetate as the mobile phase

Quellen und Nachweise

ORD-Eintrag
ord-e74a67af837d4dd68326f1f38487f1b6
Quelldatensatz
uspto-grants-1984_12
Patentnummer
US04486433

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