1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 178469451, compound

Participants

Role	Name	HCID	Charge
Reactant	1,8-Diazabicyclo(5.4.0)undec-7-ene	HCID 81184	—
Reactant	3,3-Dimethoxypropiononitrile	HCID 93731	—
Reactant	p-Toluenesulfonic acid monohydrate	HCID 521998	—
Reactant	1-Amino-3-methoxy-1H-pyrrole-2,4-dicarboxylic acid diethyl ester	HCID 12985911	—
Solvent	Toluene	HCID 1140	—
Product	HCID 178469451	HCID 178469451	10%

Reaction Conditions

Temperature	80 °C

Reaction Steps

To a mixture of amine 393E (0.34 g, 1.33 mmol) in toluene (2.6 ml) was added 3,3-dimethoxy-propionitrile (0.4 ml, 2.66 mmol) and TsOH.H2O (50 mg, 0.266 mmol), the mixture was heated at 80° C. for 4 h, then DBU (0.404 mg, 2.66 mmol) was added, and heated for another 0.5 h. The residue was purified by silica gel flash column chromatography to give 0.46 g of crude 393F (10% MeOH—CH2Cl2).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07030112B2
Source dataset	uspto-grants-2006_04
ORD ID	ord-25d50691b1e147ae9afdaa799580dd03
Source note	uspto-grants-2006_04