Ethanol → 6-(1H-Benzimidazol-1-ylmethyl)-3-methyl-5-[(1-methylethyl)thio]-1-(2-methylpropyl)-thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

HRID 379599Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 379599
[BH4-].[Na+].[CH3:3][N:4]1[C:9](=[O:10])[C:8]2[C:11]([S:16][CH:17]([CH3:19])[CH3:18])=[C:12]([CH:14]=O)[S:13][C:7]=2[N:6]([CH2:20][CH:21]([CH3:23])[CH3:22])[C:5]1=[O:24].[CH2:25](O)[CH3:26]>O>[N:4]1([CH2:14][C:12]2[S:13][C:7]3[N:6]([CH2:20][CH:21]([CH3:23])[CH3:22])[C:5](=[O:24])[N:4]([CH3:3])[C:9](=[O:10])[C:8]=3[C:11]=2[S:16][CH:17]([CH3:19])[CH3:18])[C:9]2[CH:8]=[CH:11][CH:12]=[CH:25][C:26]=2[N:6]=[CH:5]1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 4311764Sodium borohydrideHCID 183665731,2,3,4-Tetrahydro-3-methyl-5-[(1-methylethyl)thio]-1-(2-methylpropyl)-2,4-dioxo-thieno[2,3-d]pyrimidine-6-carboxaldehyde

Produkt 1

HCID 183666216-(1H-Benzimidazol-1-ylmethyl)-3-methyl-5-[(1-methylethyl)thio]-1-(2-methylpropyl)-thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Sodium borohydride (0.11 g) was added to 1,2,3,4-tetrahydro-3-methyl-5-[(1-methylethyl)thio]-1-(2-methylpropyl)-2,4-dioxo-thieno[2,3-d]pyrimidine-6-carboxaldehyde (0.50 g) in ethanol (20 ml) and the mixture was stirred for 24 hours. The reaction was diluted with water (50 ml) and was then extracted with ethyl acetate (3×50 ml). The organic phases were washed with brine and then dried, filtered and evaporated to give the subtitle compound as a yellow solid (0.45 g).

Aufarbeitung

  1. extractionwas then extracted with ethyl acetate (3×50 ml)
  2. washThe organic phases were washed with brine
  3. customdried
  4. filtrationfiltered
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-0ca9d0697f254f8d833948d11c2c88b1
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06300334B1

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