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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1349853Generated: October 26, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-{3-[2-(2-Chloro-4-fluorophenyl)acetylamino]phenyl}-1H-indazole-5-carboxamide

https://huagongshe.com/reaction/1349853

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant2-(2-Chloro-4-fluorophenyl)acetic acidHCID 2725061—
Reactant3-(3-Aminophenyl)-1-perhydro-2h-pyran-2-yl-1h-indazole5-carboxamideHCID 22479959—
Product3-{3-[2-(2-Chloro-4-fluorophenyl)acetylamino]phenyl}-1H-indazole-5-carboxamideHCID 2247992816%

Reaction Steps

Following Example 290, the reaction of 3-(3-aminophenyl)-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide (200 mg, 0.56 mmol) with 2-chloro-4-fluorophenylacetic acid (0.13 g, 0.71 mmol) and EDCI (0.17 g, 0.89 mmol) furnished 38 mg (14% yield) of the title compound. 1H NMR (DMSO-d6) δ 10.4 (s, 1H), 8.6 (s, 1H), 8.1 (br s, 1H), 7.9 (dd, 1H), 7.75 (m, 2H), 7.65 (d, 1H), 7.52–7.4 (m, 3H), 7.35 (s, 1H), 7.2 (m, 1H), 3.9 (s, 2H); ES-MS (m/z) 423 [M]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07211594B2
Source datasetuspto-grants-2007_05
ORD IDord-64b64a92ba27458fa33c00c0139452cf
Source noteuspto-grants-2007_05