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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 737160Generated: October 31, 2026

Triethylamine → 2-[4-(4-Pentanoylamino-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

https://huagongshe.com/reaction/737160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantValeryl chlorideHCID 61186—
Reactant(S)-2-[4-(4-Amino-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl esterHCID 86616427—
SolventDichloromethaneHCID 6344—
Product2-[4-(4-Pentanoylamino-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl esterHCID 76582775—

Reaction Conditions

Temperature0 °C

Reaction Steps

80 mg (0.19 mmol)) of Compound 5050 was dissolved in 5 mL of dry methylene chloride. To this solution at 0° C. was added triethylamine (0.19 mmol, 25 μL) followed by pentanoyl chloride (0.19 mmol, 22 μL). Reaction mixture was stirred at 0° C. for 15 minutes. Reaction mixture was quenched using water and evaporated. It was redissolved in 5 mL of DMF and purified using reverse phase HPLC. MS: 507.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595398B2
Source datasetuspto-grants-2009_09
ORD IDord-49cc3d4e8b9944f197ff9ac3ed3e9618
Source noteuspto-grants-2009_09