Sodium borohydride → 6-(3-(4-Chlorothiazol-2-yl)-3-hydroxypropyl)-1,3-dimethyl-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

HRID 2201220Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2201220
[BH4-].[Na+].[Cl:3][C:4]1[N:5]=[C:6]([C:9](=[O:31])[CH2:10][CH2:11][N:12]2[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:19]3[C:14]([N:15]([CH3:30])[C:16](=[O:29])[N:17]([CH3:28])[C:18]3=[O:27])=[CH:13]2)[S:7][CH:8]=1>CO>[Cl:3][C:4]1[N:5]=[C:6]([CH:9]([OH:31])[CH2:10][CH2:11][N:12]2[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:19]3[C:14]([N:15]([CH3:30])[C:16](=[O:29])[N:17]([CH3:28])[C:18]3=[O:27])=[CH:13]2)[S:7][CH:8]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 867234576-(3-(4-Chlorothiazol-2-yl)-3-oxopropyl)-1,3-dimethyl-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

Produkt 1

HCID 867234586-(3-(4-Chlorothiazol-2-yl)-3-hydroxypropyl)-1,3-dimethyl-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Sodium borohydride (415 mg, 10.96 mmol) was added to a suspension of 6-(3-(4-chlorothiazol-2-yl)-3-oxopropyl)-1,3-dimethyl-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (470 mg, 1.096 mmol) in methanol (20 mL). The mixture was stirred at room temperature for 15 mins. The reaction was quenched with saturated NH4Cl(aq) and extracted with chloroform (3×). The combined organic extracts were passed through a hydrophobic frit and evaporated under vacuum to afford the title compound.

Aufarbeitung

  1. customThe reaction was quenched with saturated NH4Cl(aq)
  2. extractionextracted with chloroform (3×)
  3. customevaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-026c751460914672a606d507e8249e85
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09359381B2

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