Hydrochloric Acid → HCID 59309873, Verbindung

HRID 1513070Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1513070
C([O:4][CH:5]([C:7]1[N:15]=[C:14]2[C:10]([NH:11][C:12](=[O:42])[N:13]2[C:16]2[CH:21]=[C:20]([O:22][CH2:23][C:24]3[C:29]([O:30][CH3:31])=[CH:28][CH:27]=[C:26]([F:32])[C:25]=3[F:33])[C:19]([O:34][CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:18][C:17]=2[Cl:41])=[C:9]([O:43][CH3:44])[N:8]=1)[CH3:6])(=O)C.C(OC(C1N=C(Cl)C([N+]([O-])=O)=C(OC)N=1)C)(=O)C.NC1C(Cl)=CC(OCC(OCC)=O)=C(OCC2C(OC)=CC=C(F)C=2F)C=1.NC1C(Cl)=CC(OCC(OCC)=O)=C(OCC2C(OC)=CC=CC=2F)C=1.[O-]CC.[Na+].Cl>C(O)C.O1CCCC1>[Cl:41][C:17]1[CH:18]=[C:19]([O:34][CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])[C:20]([O:22][CH2:23][C:24]2[C:29]([O:30][CH3:31])=[CH:28][CH:27]=[C:26]([F:32])[C:25]=2[F:33])=[CH:21][C:16]=1[N:13]1[C:12](=[O:42])[NH:11][C:10]2[C:14]1=[N:15][C:7]([CH:5]([OH:4])[CH3:6])=[N:8][C:9]=2[O:43][CH3:44]

Komponenten

9

Edukt 6

HCID 313Hydrochloric AcidHCID 2723922Sodium ethoxideHCID 59309820HCID 59309820, VerbindungHCID 59309837HCID 59309837, VerbindungHCID 59309965HCID 59309965, VerbindungHCID 68511706HCID 68511706, Verbindung

Produkt 1

HCID 59309873HCID 59309873, VerbindungAusbeute 55,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2-(1-acetyloxyethyl)-9-[2-chloro-4-ethoxycarbonylmethoxy-5-(2,3-difluoro-6-methoxybenzyloxy)phenyl]-6-methoxy-7,9-dihydro-8H-purin-8-one (0.33 g), which was prepared in a similar manner to that described in Example 171 using 2-(1-acetyloxyethyl)-4-chloro-6-methoxy-5-nitropyrimidine and ethyl 2-[4-amino-5-chloro-2-(2,3-difluoro-6-methoxybenzyloxy)phenoxy]acetate instead of 4-chloro-6-methoxy-2-methoxymethyl-5-nitropyrimidine and ethyl 2-[4-amino-5-chloro-2-(2-fluoro-6-methoxy-benzyloxy)phenoxy]acetate, respectively, in ethanol (2 mL)-tetrahydrofuran (3 mL) was added sodium ethoxide (20% ethanol solution, 0.5 mL), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into 1 mol/L hydrochloric acid, and the resulting mixture was extracted with ethyl acetate. The extract was washed with water and brine, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=1/1−1/9) to give the title compound (0.17 g)

Aufarbeitung

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThe extract was washed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was removed under reduced pressure
  5. customthe residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=1/1−1/9)

Quellen und Nachweise

ORD-Eintrag
ord-f833b9fe5e774c5bb5c63e9180f3b3b3
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08217069B2

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