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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675452Generated: November 1, 2026

1,1'-Carbonyldiimidazole → (2S,4S)-4-(8-chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy)-N-(hex-5-enyl)-1-(1H-imidazole-1-carbonyl)-N-methylpyrrolidine-2-carboxamide

https://huagongshe.com/reaction/1675452

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant(2S,4S)-4-(8-chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy)-N-(hex-5-enyl)-N-methylpyrrolidine-2-carboxamide hydrochlorideHCID 66650405—
SolventDichloromethaneHCID 6344—
Product(2S,4S)-4-(8-chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy)-N-(hex-5-enyl)-1-(1H-imidazole-1-carbonyl)-N-methylpyrrolidine-2-carboxamideHCID 6665059099%

Reaction Steps

Compound 135 (10 g) was dissolved in anhydrous dichloromethane (20 mL) under argon. 1,1′-Carbonyldiimidazole (2 eq.) was added at room temperature. The reaction mixture was stirred for 45 min. The mixture was diluted with DCM, washed with water, dried over Na2SO4, and concentrated under vacuum. Compound 136 (9.9 g) was recovered as an off-white foam in 99% yield and in 98% purity (HPLC).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003659B2
Source datasetuspto-grants-2011_08
ORD IDord-6e110ec13dcc4b67ab38cf484c337ef8
Source noteuspto-grants-2011_08