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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803613Generated: October 29, 2026

Dimethylacetamide → HCID 67416680, compound

https://huagongshe.com/reaction/1803613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylacetamideHCID 31374—
ReactantBinap, (A+-)-HCID 634876—
ReactantTert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylateHCID 4142526—
ReactantSodium t-butoxideHCID 23676156—
Reactant6-Bromo-4-chlorophthalazin-1(2H)-oneHCID 53308487—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 67416680HCID 6741668019%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 6-bromo-4-chloro-2H-phthalazin-1-one (136 mg, 0.52 mmol), 542-aminomethyl-phenyl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester (150 mg, 0.48 mmol), Pd2(dba)3 (22 mg, 0.024 mmol), BINAP (49 mg, 0.078 mmol) and NaOt-Bu (147 mg, 1.56 mmol) in DMA (10 mL) was purged with nitrogen for 10 min. The mixture was heated at 90° C. for 2 h. The mixture was allowed to cool and diluted with ethyl acetate (30 mL) and washed with ammonium chloride (25 mL). The organic layer was dried and concentrated. Chromatography on silica yielded the title compound (50 mg, 19%) m/z (M+H)=496.12.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349836B2
Source datasetuspto-grants-2013_01
ORD IDord-87515776ae0c4730b19c071d689352da
Source noteuspto-grants-2013_01