Methanesulfonic Acid → 2-(3,5-Dichlorophenyl)-tetrahydro-imidazo[1,5-a]pyrazine-1,3-dione

HRID 49977

Reaktionsgleichung

Reaktionsgleichung von HRID 49977
CS(O)(=O)=O.C(OC([N:13]1[CH2:18][CH2:17][N:16]2[C:19](=[O:31])[N:20]([C:23]3[CH:28]=[C:27]([Cl:29])[CH:26]=[C:25]([Cl:30])[CH:24]=3)[C:21](=[O:22])[CH:15]2[CH2:14]1)=O)(C)(C)C>C(Cl)Cl>[Cl:29][C:27]1[CH:28]=[C:23]([N:20]2[C:21](=[O:22])[CH:15]3[CH2:14][NH:13][CH2:18][CH2:17][N:16]3[C:19]2=[O:31])[CH:24]=[C:25]([Cl:30])[CH:26]=1

Komponenten

4

Edukt 2

HCID 6395Methanesulfonic AcidHCID 224792022-(3,5-Dichlorophenyl)-1,3-dioxo-hexahydro-imidazo[1,5-a]pyrazine-7-carboxylic Acid Tert-Butyl Ester

Produkt 1

HCID 213010012-(3,5-Dichlorophenyl)-tetrahydro-imidazo[1,5-a]pyrazine-1,3-dioneAusbeute 86,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Methanesulfonic acid (2.1 mL, 32.7 mmol) was added to an ice-cold solution of 2-(3,5-Dichlorophenyl)-1,3-dioxo-hexahydro-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester (2.62 g, 6.54 mmol, Prep. 18) in methylene chloride (50 mL). After 1 h at RT, TEA (5 mL, 36 mmol) was added. The reaction mixture was washed twice with water, dried over sodium sulfate and concentrated in vacuo to yield the above compound (1.7 g) as a white solid. Mp=134° C. (crystallized from diethyl ether).

Aufarbeitung

  1. washThe reaction mixture was washed twice with water
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8a0b8336ae4c49f1b62ba2ba780e4fce
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06710064B2

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