Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2084438Generated: October 31, 2026

Diethyl Ether → HCID 10202900, compound

https://huagongshe.com/reaction/2084438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantBenzyloxycarbonylglycineHCID 14349—
Reactant2-DimethylaminopyridineHCID 21885—
ReactantSemaxinibHCID 123015—
SolventDimethylformamideHCID 6228—
ProductHCID 10202900HCID 10202900—

Reaction Conditions

Temperature55 °C

Reaction Steps

A mixture of N-(benzyloxycarbonyl)glycine (4.9 g, 23 mmol), 3-(3,5-dimethyl-1H-pyrrol-2-ylmethylidene)-1,3-dihydro-indol-2-one (2.38 g, 10 mmol), dimethylaminopyridine (1.28 g, 10 mmol) in DMF (20 mL) was heated at 55° C. for 2 h. The solution was cooled, ether (10 mL) was added and the precipitate of the title compound was filtered off and dried to give 2.35 g, mp 193-196+ C. HPLC Rt 7.04 min. 1H NMR (CDCl3) δ2.34 (s, 3H), 2.42 (s, 3H), 4.87 (d, 2H), 5.18 (s, 2H), 5.74 (t, 1H), 6.06 (d, 1H), 7.2 (m, 3H), 7.3-7.65 (m, 7H), 7.49 (m, 1H), and 8.23 (m, 1H), for C25H23N3O4: C, 69.92; H, 5.40; N, 9.78. Found: C, 69.91; H, 5.50; N, 9.86.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06716870B2
Source datasetuspto-grants-2004_04
ORD IDord-e26044f7d11143b7a8868354326498e9
Source noteuspto-grants-2004_04