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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7169Erstellt: 23. Oktober 2026

Acetic Acid → (2-Methylpyridin-3-yl)methanol

https://huagongshe.com/de/reaction/7169

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt2-Methylpyridine-3-carbaldehydeHCID 11083881—
EduktN-[(1H-Benzo[d]imidazol-2-yl)methyl]-N-(4-(aminomethyl)-benzyl)-5,6,7,8-tetrahydroquinolin-8-amineHCID 21985008—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(2-Methylpyridin-3-yl)methanolHCID 302564151,9%

Reaktionsschritte

Using General Procedure B: To a stirred solution of 2-methyl-pyridine-3-carbaldehyde (75 mg, 0.62 mmol), N′-(1H-benzimidazol-2-ylmethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine (246 mg, 0.62 mmol) and AcOH (40 uL, 0.62 mmol) in THF (6.2 mL) was added NaBH(OAc)3 (394 mg, 1.86 mmol) and the mixture was stirred at room temperature overnight. Purification of the crude white foam (280 mg) by column chromatography on silica gel (200:3:1—CH2Cl2:MeOH:NH4OH) afforded the desired product (116 mg, 37%) as a colorless syrup.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07084155B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-30602e1a95384396af94ffad27829b43
Quellennotizuspto-grants-2006_08