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Hydrochloric Acid → N-[(4'R)-2''-amino-2',2'-dimethyldispiro[cyclopropane-1,3'-chromene-4',4''-[1,3]oxazol]-6'-yl]-5-(difluoromethyl)pyrazine-2-carboxamide hydrochloride

HRID 873773
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 873773
[NH2:1][C:2]1[O:3][CH2:4][C@@:5]2([C:15]3[C:10](=[CH:11][CH:12]=[C:13]([NH:16][C:17]([C:19]4[CH:24]=[N:23][C:22]([CH:25]([F:27])[F:26])=[CH:21][N:20]=4)=[O:18])[CH:14]=3)[O:9][C:8]([CH3:29])([CH3:28])[C:7]32[CH2:31][CH2:30]3)[N:6]=1.[ClH:32].C(OCC)(=O)C>CO>[ClH:32].[NH2:1][C:2]1[O:3][CH2:4][C@@:5]2([C:15]3[C:10](=[CH:11][CH:12]=[C:13]([NH:16][C:17]([C:19]4[CH:24]=[N:23][C:22]([CH:25]([F:27])[F:26])=[CH:21][N:20]=4)=[O:18])[CH:14]=3)[O:9][C:8]([CH3:29])([CH3:28])[C:7]32[CH2:31][CH2:30]3)[N:6]=1
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Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 86724318N-[(4'R)-2''-amino-2',2'-dimethyldispiro[cyclopropane-1,3'-chromene-4',4''-[1,3]oxazol]-6'-yl]-5-(difluoromethyl)pyrazine-2-carboxamide

Produkt 1

HCID 86724321N-[(4'R)-2''-amino-2',2'-dimethyldispiro[cyclopropane-1,3'-chromene-4',4''-[1,3]oxazol]-6'-yl]-5-(difluoromethyl)pyrazine-2-carboxamide hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of N-[(4′R)-2″-amino-2′,2′-dimethyldispiro[cyclopropane-1,3′-chromene-4′,4″-[1,3]oxazol]-6′-yl]-5-(difluoromethyl)pyrazine-2-carboxamide (800 mg, 1.86 mmol) in MeOH (10 mL) was added 4M solution of hydrogen chloride in ethyl acetate (0.5 mL, 2 mmol) and the mixture was concentrated in vacuo. The residue was triturated with EtOH (10 mL), and the mixture was refluxed for 30 minutes and stirred at room temperature overnight. The precipitate was collected, washed with EtOH (2 mL), and dried under reduced pressure at 70° C. overnight to afford N-[(4′R)-2″-amino-2′,2′-dimethyldispiro[cyclopropane-1,3′-chromene-4′,4″-[1,3]oxazol]-6′-yl]-5-(difluoromethyl)pyrazine-2-carboxamide hydrochloride (449 mg) as a crystal.

Aufarbeitung

  1. concentrationthe mixture was concentrated in vacuo
  2. customThe residue was triturated with EtOH (10 mL)
  3. temperaturethe mixture was refluxed for 30 minutes
  4. customThe precipitate was collected
  5. washwashed with EtOH (2 mL)
  6. customdried under reduced pressure at 70° C. overnight

Quellen und Nachweise

ORD-Eintrag
ord-fa6f89a9cc6c4424a1d58c155cd11b22
Quelldatensatz
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08975415B2

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