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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1372932Generated: October 25, 2026

Acetonitrile → N-Cyclopropylmethyl-2-methyl-N'-(5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin 7-yl)-malonamide

https://huagongshe.com/reaction/1372932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantCyclopropanemethanamineHCID 75646—
ReactantO-(2-Oxo-1(2H)-pyridyl)-N,N,N',N'-tetramethyluronium TetrafluoroborateHCID 2733204—
Reactant2-Methyl-N-(5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-malonamic acidHCID 21072500—
SolventDimethylformamideHCID 6228—
SolventTrifluoroacetic acidHCID 6422—
ProductN-Cyclopropylmethyl-2-methyl-N'-(5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin 7-yl)-malonamideHCID 11257831—

Reaction Steps

2-Methyl-N-(5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-malonamic acid (20 mg, 0.059 mmol) and cyclopropylmethylamine (5 mg, 0.059 mmol) were placed in a disposable polypropylene tube and dissolved in DMF (2 ml). TPTU (2-(2-pyridon-1-yl)-1,1,3,3-tetramethyl uronium tetrafluoroborate, 19 mg, 0.065 mmol) was added, and the mixture was shaken overnight at r.t. The title compound, MS: m/e=392.2 (M+H+), was isolated from the reaction mixture by automated, preparative HPLC (YMC CombiPrep C18 column 50×20 mm, solvent gradient 5–95% CH3CN in 0.1% TFA(aq) over 6.0 min, λ=230 nm, flow rate 40 ml/min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07160875B2
Source datasetuspto-grants-2007_01
ORD IDord-c27a21c525da447a851c58ee45f9945c
Source noteuspto-grants-2007_01