Hydrochloric Acid → 8-Butyl-7-(3-(imidazol-5-yl)-1-oxopropyl)-2-(2-methoxyphenyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

HRID 6768

Reaktionsgleichung

Reaktionsgleichung von HRID 6768
[CH2:1]([CH:5]1[N:10]([C:11](=[O:26])[CH2:12][CH2:13][C:14]2[NH:18][C:17](C(OC(C)(C)C)=O)=[N:16][CH:15]=2)[CH2:9][CH2:8][N:7]2[CH:27]=[C:28]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[O:36][CH3:37])[N:29]=[C:6]12)[CH2:2][CH2:3][CH3:4].Cl>CO>[CH2:1]([CH:5]1[N:10]([C:11](=[O:26])[CH2:12][CH2:13][C:14]2[NH:18][CH:17]=[N:16][CH:15]=2)[CH2:9][CH2:8][N:7]2[CH:27]=[C:28]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[O:36][CH3:37])[N:29]=[C:6]12)[CH2:2][CH2:3][CH3:4]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 22928230HCID 22928230, Verbindung

Produkt 1

HCID 229282328-Butyl-7-(3-(imidazol-5-yl)-1-oxopropyl)-2-(2-methoxyphenyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazineAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

The product from Step 1.g. (450 mg, 0.89 mmol) was dissolved in MeOH (5 ml) and 4N HCl was added and the reaction was stirred at room temperature for about ½ hour. Solvents were removed under reduced pressure to yield 420 mg of crude product. Part of the crude (100 mg) was purified by preparative HPLC on a RAININ™ C18 column (Varian Analytical, Walnut Creek, Calif.) using a gradient of 10–30% CH3CN/aq. HCl (pH=2.0) over 45 minutes with UV detection at 254 nm. Product fractions were concentrated to about ½ volume and lyophilized to yield pure product (47 mg, 47%) as the di-hydrochloride. Mass spec. 508.2 MH+.

Aufarbeitung

  1. customSolvents were removed under reduced pressure
  2. customto yield 420 mg of crude product
  3. customPart of the crude (100 mg) was purified by preparative HPLC on a RAININ™ C18 column (Varian Analytical, Walnut Creek, Calif.)
  4. waitHCl (pH=2.0) over 45 minutes with UV detection at 254 nm
  5. concentrationProduct fractions were concentrated to about ½ volume

Quellen und Nachweise

ORD-Eintrag
ord-07fbb94ca125403ebc39e731af322d93
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07084135B1

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