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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204373Generated: November 1, 2026

Ammonia → HCID 72205348, compound

https://huagongshe.com/reaction/2204373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 72204794HCID 72204794—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 72205348HCID 72205348—

Reaction Steps

A mixture of {3-[5-(5-chloro-2-methyl-phenyl)-6-(4-chloro-phenyl)-1-isopropyl-4-oxo-1,4,5,6-tetrahydro-pyrrolo[3,4-b]pyrrol-2-yl]-4-methoxy-phenyl}-acetic acid (Example 60) (0.177 mmol), EDC.HCl (0.222 mmol), HOBt (0.131 mmol) and Et3N (0.621 mmol) in CH2Cl2 (1.3 mL) at rt was treated with an ammonia solution (0.4N/THF) (0.52 mmol). After stirring for 16 h, the reaction mixture was diluted with H2O and extracted with CH2Cl2 (2×). The combined organic layers were successively washed with H2O and brine, dried (Na2SO4), filtered and concentrated. The residue was purified using a RediSep® silica gel column to afford the title compound as a white solid. tR: 7.08 min (HPLC 2); ESI-MS: tR=1.16 min, [M+H]+ 562/564 (LC-MS 1); TLC: Rf=0.14 (EtOAc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-ef41df110a334e9e93cd82af392bd6cf
Source noteuspto-grants-2016_06