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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1985765Generated: October 26, 2026

Cyclopropanemethanamine → N-Cyclopropylmethyl-4-fluoro-3-{[2-(pyridin-2-ylamino)-thiazol-5-ylmethyl]-amino}-benzamide

https://huagongshe.com/reaction/1985765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanemethanamineHCID 75646—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant4-Fluoro-3-{[2-(pyridin-2-ylamino)-thiazol-5-ylmethyl]-amino}-benzoic acidHCID 22019056—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductN-Cyclopropylmethyl-4-fluoro-3-{[2-(pyridin-2-ylamino)-thiazol-5-ylmethyl]-amino}-benzamideHCID 2201908883%

Reaction Steps

To a solution of 4-fluoro-3-{[2-(pyridin-2-ylamino)-thiazol-5-ylmethyl]-amino}-benzoic acid (35 mg, 0.10 mmol) in DMF (1 mL) at RT, cyclopropylmethyl amine (14 mg 0.20 mmol) was added followed by the addition of BOP reagent (53 mg, 0.12 mmol). The above reaction mixture was stirred for 2 h, diluted with EtOAc (10 mL), washed with 10% NaHCO3 (3×5 mL), and 10% LiCl (5 mL). The organic layer was dried over Na2SO4, concentrated and the residue was purified by preparative HPLC to give the title compound as a off-white solid (33 mg, 83%). (M+H)+=398.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07547711B2
Source datasetuspto-grants-2009_06
ORD IDord-e09720abf955427e97a6c050b57cfffe
Source noteuspto-grants-2009_06