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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803516Generated: November 1, 2026

N-Methylbenzylamine → HCID 58447344, compound

https://huagongshe.com/reaction/1803516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylbenzylamineHCID 7669—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
Reactant6-Bromo-4-chlorophthalazin-1(2H)-oneHCID 53308487—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
ProductHCID 58447344HCID 58447344—

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (70 mg, 0.27 mmol), benzyl-methyl-amine (43 mg, 0.35 mmol), Pd2(dba)3 (25 mg, 0.027 mmol), rac-BINAP (51 mg, 0.081 mmol) and NaOt-Bu (76 mg, 0.81 mmol) in DMA (6 mL) was heated at 80° C. for 1 h. The mixture was allowed to cool, diluted with EtOAc (25 mL) and washed with water (25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. Chromatography on silica (EtOAc/hexanes) yielded the title compound. 6-(Benzyl-methyl-amino)-4-chloro-2H-phthalazin-1-one: 10 mg (12.4%): m/z (M+H)=300. 1H-NMR (DMSO-d6) δ: 12.25 (s, 1H), 7.95 (d, 1H), 7.35 (m, 3H), 7.23 (m, 3H), 6.87 (d, 1H), 4.79 (s, 2H), 3.28 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349836B2
Source datasetuspto-grants-2013_01
ORD IDord-f9506b3d2fd5420cb91c5d85832baee9
Source noteuspto-grants-2013_01