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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725156Generated: November 2, 2026

Water → HCID 69063894, compound

https://huagongshe.com/reaction/1725156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantGuanidine HydrochlorideHCID 5742—
ReactantTriethylamineHCID 8471—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantHCID 16090340HCID 16090340—
SolventDimethylformamideHCID 6228—
ProductHCID 69063894HCID 69063894—

Reaction Steps

To a solution of (2,5-diphenyl-pyrrol-1-yl)-acetic acid (1 eq.) in DMF is added CDI (1.2 eq.) and the mixture stirred at RT for 1 hour. Then add a solution of guanidine HCl (3 eq.) and triethylamine (3 eq.) in DMF is added. The reaction is stirred for 5 hours, then water is added and the mixture extracted with EtOAc, dried over MgSO4 and concentrated. The residue is dissolved in a mixture of DMSO, MeOH and water (1.5 mL total) and purified by Gilson preparative HPLC system. See Gilson Preparative HPLC conditions: Gilson Preparative HPLC system; YMC Pro C18, 20 mm×50 mm ID, 5 μM column; 2 mL injection; Solvent A: 0.02% TFA/water; Solvent B: 0.02% TFA/acetonitrile; Gradient: Time 0: 95% A; 2 min: 95% A; 14 min: 10% A, 15 min: 10% A, 16 min: 95% A; Flow rate 22.5 mL/min; Detection: 254 nm DAD.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488832B2
Source datasetuspto-grants-2009_02
ORD IDord-4b30e4bcc2a2471f90cd4a9ea4ba6176
Source noteuspto-grants-2009_02