Potassium Carbonate → Dimethyl 3-(4,5-Dimethoxy-2-(methoxymethoxy)phenyl)-4-(3,4-dimethoxyphenyl)-1-[2-(3,4-dimethoxyphenyl)ethyl]pyrrole-2,5-dicarboxylate

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Dimethyl 3-(4,5-Dimethoxy-2-(methoxymethoxy)phenyl)-4-(3,4-dimethoxyphenyl)pyrrole-2,5-dicarboxylate	HCID 10164718	—
Reactant	3,4-Dimethoxyphenethyl bromide	HCID 11470602	—
Reactant	Dichloromethane ethylacetate	HCID 21226138	—
Solvent	Dimethylformamide	HCID 6228	—
Product	Dimethyl 3-(4,5-Dimethoxy-2-(methoxymethoxy)phenyl)-4-(3,4-dimethoxyphenyl)-1-[2-(3,4-dimethoxyphenyl)ethyl]pyrrole-2,5-dicarboxylate	HCID 10190090	94.4%

Reaction Conditions

Temperature	70 °C

Reaction Steps

A stirred mixture of 8 (297 mg, 0.58 mmol, 1.0 equiv), 3,4-dimethoxyphenethyl bromide (9,15 707 mg, 2.88 mmol, 5.0 equiv), and K2CO3 (398 mg, 2.88 mmol, 5 equiv) in DMF (5.8 mL) under Ar was warmed to 70° C. After 2.5 h, the mixture was cooled to 25° C. and solvent was removed in vacuo. Chromatography (SiO2, 3.5×15 cm, 20% EtOAc/CH2Cl2) provided 10 (372 mg, 94% yield) as a yellow oil: FABHRMS (NBA/NaI) m/z 702.2553 (M+Na+, C36H41NO12 requires 702.2526).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07250409B2
Source dataset	uspto-grants-2007_07
ORD ID	ord-c9e82b9a72d7442682ef3c8b553c0ba0
Source note	uspto-grants-2007_07