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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 254651Generated: October 26, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178448489, compound

https://huagongshe.com/reaction/254651

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-Chloro-2-fluorobenzoic acidHCID 2736537—
Reactant3-butyl-5-tert-butyl-1,3-thiazol-2(3H)-imine hydroiodideHCID 66852177—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
ProductHCID 178448489HCID 17844848961%

Reaction Steps

A mixture of 5-tert-butyl-3-butylthiazol-2(3H)-imine (free base of Example 6A, 500 mg, 2.4 mmol), 5-chloro-2-fluorobenzoic acid (670 mg, 2.8 mmol), EDCI (900 mg, 4.7 mmol), HOBt (635 mg, 4.7 mmol) and DMAP (36 mg, 0.3 mmol) in pyridine (20 mL) was stirred at room temperature for 2 hours. The solvent was removed, the mixture was diluted with water, and extracted with EtOAc. The organic extract was dried (Na2SO4), filtered and concentrated. The residue was triturated with EtOAc, to give 537 mg (61%) of the title compound. MS (ESI) m/z 369 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07875640B2
Source datasetuspto-grants-2011_01
ORD IDord-2d1e118698054cae87d1f2a6bd292acc
Source noteuspto-grants-2011_01