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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42212Generated: October 30, 2026

Morpholine → HCID 59240601, compound

https://huagongshe.com/reaction/42212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant6-[4-(4-Benzyl-phthalazin-1-yl)-piperazin-1-yl]-pyridine-3-carbaldehydeHCID 57471617—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
ProductHCID 59240601HCID 5924060180%

Reaction Steps

To a solution of 6-[4-(4-benzyl-phthalazin-1-yl)-piperazin-1-yl]-pyridine-3-carbaldehyde (40 mg, 0.1 mmol) in 5 mL DCM is added a drop of acetic acid, NaBH(OAc)3 (41.4 mg, 0.2 mmol) and morpholine (7.5 mL, 0.12 mmol). The reaction mixture is stirred for 30 min at rt. Aqueous NaHCO3 solution is added and the reaction mixture is stirred for an additional 30 min. The layers are separated and the aqueous layer is extracted with DCM. The combined organic layers are washed with water, brine, dried over Na2SO4, filtered and concentrated. The crude product is purified by flash chromatography on silica gel (EtOAc/heptane 10%-70%) to yield the title compound (37.8 mg, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536168B2
Source datasetuspto-grants-2013_09
ORD IDord-a26ad2e753bb4026a132d7e22ae2c2a0
Source noteuspto-grants-2013_09