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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2205616Erstellt: 26. Oktober 2026

Sodium borohydride → 1-(6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)propan-1-amine

https://huagongshe.com/reaction/2205616

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium borohydrideHCID 4311764—
Edukt6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine-5-carbonitrileHCID 86707963—
EduktHCID 178418443HCID 178418443—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-(6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)propan-1-amineHCID 11820775881%

Reaktionsschritte

Ethylmagnesium bromide (4.18 mL, 12.54 mmol) was added to a stirred solution of 6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine-5-carbonitrile (740 mg, 3.13 mmol) in THF (16 mL) at room temperature. The mixture was stirred for one hour at room temperature and then quenched with methanol (5 mL). Sodium borohydride (237 mg, 6.27 mmol) was added. The reaction mixture was stirred for one hour, quenched with 1N HCl (1.5 mL) and stirred for 20 minutes. Next, the mixture was basified with saturated aqueous sodium bicarbonate and extracted with ethyl acetate (2×). The organic layer was dried over anhydrous magnesium sulfate and concentrated to give the title compound as a tan oil (680 mg, 81%). ESI-MS m/z [M+H]+ calc'd for C11H14BrN3, 268. found 268.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09371321B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-86bf7020f3bd40e9b45cd148bf117f47
Quellennotizuspto-grants-2016_06