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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907951Generated: October 30, 2026

Acetic Acid → HCID 136385313, compound

https://huagongshe.com/reaction/907951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrochloric AcidHCID 313—
ReactantPyrrolidineHCID 31268—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 136344749HCID 136344749—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 136385313HCID 13638531326.2%

Reaction Steps

To a stirred mixture of 4-(9-(4-fluorophenyl)-3-oxo-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-8-yl)benzaldehyde (0.1 g, 0.26 mmol) in anhydrous DCM (4 mL) was added AcOH (94 mg, 1.56 mmol) at 25° C. for 0.5 h, then pyrrolidine (37 mg, 0.52 mmol) was added at 25° C., stirred overnight. NaBH(OAc)3 was added at ice bath, and stirred for 5 h. The mixture was concentrated to give the crude product. The crude product was dissolved in ethyl acetate and to this solution was added 2N HCl (10 mL). The aqueous phase was separated and 20% NaOH (20 ml) was added. The mixture was extracted with ethyl acetate and the organic phase was separated to give the title compound (30 mg, yield 26%). LC-MS (ESI) m/z: 441(M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012976B2
Source datasetuspto-grants-2011_09
ORD IDord-d5dd215bca64467d9b28674eb4fe794c
Source noteuspto-grants-2011_09