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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924681Generated: November 2, 2026

Tetrahydrofuran → HCID 66571138, compound

https://huagongshe.com/reaction/924681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactanttetrahydrofuran N,N-dimethylformamideHCID 21974620—
ReactantHCID 70979820HCID 70979820—
SolventWaterHCID 962—
SolventMethylamineHCID 6329—
ProductHCID 66571138HCID 6657113884.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1H-pyrrole-3-carboxylic acid (142 mg, 0.43 mmol) in DMF/THF 1/1 (4 mL) DIPEA (0.301 mL, 1.72 mmol) and MeNH2 2 M in THF (0.432 mL, 0.86 mmol) were added and the solution was stirred at 0° C. EDCl (157 mg, 0.86 mmol) and HOBT (117 mg, 0.86 mmol) were added and the reaction mixture was stirred for 4 h at room temperature. The mixture was diluted with water and extracted with DCM (4×10 mL). The organic phase was washed with brine, water and then dried over sodium sulfate and concentrated. The crude material was chromatographed on silica gel (DCM/MeOH 90/10) to afford the title compound (124 mg, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09283224B2
Source datasetuspto-grants-2016_03
ORD IDord-ce5a5767d8da4d5dae6a3ca99000057a
Source noteuspto-grants-2016_03