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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 598095Generated: October 30, 2026

Dipropylamine → HCID 86613887, compound

https://huagongshe.com/reaction/598095

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDipropylamineHCID 8902—
Reactant6-Bromopyridine-2-carbaldehydeHCID 2757009—
ReactantSodium triacetoxyborohydrideHCID 5049666—
CatalystAcetic AcidHCID 176—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 86613887HCID 8661388773%

Reaction Conditions

Temperature50 °C

Reaction Steps

Dipropylamine (7.4 mL, 54 mmol) and 6-bromopyridine-2-carbaldehyde (5.0 g, 27 mmol) were dissolved in 1,2-dichloroethane (50 mL). 2 drops of glacial acetic acid was added followed by sodium triacetoxyborohydride (11.4 g, 54 mmol). The reaction was stirred at 50° C. for 1 h. The reaction was cooled and quenched with water. The solution was diluted with saturated sodium bicarbonate and extracted with ethyl acetate (3 times). The organic layers were dried over magnesium sulfate, filtered and concentrated. Flash chromatography gave 5.34 g (73% yield) of product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897607B2
Source datasetuspto-grants-2011_03
ORD IDord-69cd6ed1cc584df3a98171dd07898104
Source noteuspto-grants-2011_03