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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1667432Generated: November 4, 2026

2-Methylbenzylamine → HCID 58447228, compound

https://huagongshe.com/reaction/1667432

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylbenzylamineHCID 6993—
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 58447228HCID 58447228—

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.58 mmol), 2-methyl-benzylamine (0.080 mL, 0.64 mmol), Pd2(dba)3 (53 mg, 0.058 mmol), rac-BINAP (108 mg, 0.17 mmol) and NaOt-Bu (140 mg, 1.45 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. 4-Chloro-6-(2-methyl-benzylamino)-2H-phthalazin-1-one: 36 mg (20.7%): m/z (M+H)=300. 1H-NMR (DMSO-d6) δ: 12.34 (s, 1H), 7.93 (d, 1H), 7.50 (m, 1H), 7.26 (m, 1H), 7.16 (m, 4H) 6.84 (s, 1H), 4.37 (d, 2H), 2.48 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044041B2
Source datasetuspto-grants-2011_10
ORD IDord-6ea3df1ce06340db898bebca53bcf720
Source noteuspto-grants-2011_10