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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396384Generated: October 31, 2026

Ammonia → 6-Chloro-4-(5-chloro-6-methylpyridin-2-ylamino)pyridazine-3-carboxamide

https://huagongshe.com/reaction/1396384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethanolHCID 887—
ReactantMethyl 6-chloro-4-(5-chloro-6-methylpyridin-2-ylamino)pyridazine-3-carboxylateHCID 86689742—
Product6-Chloro-4-(5-chloro-6-methylpyridin-2-ylamino)pyridazine-3-carboxamideHCID 86689743116%

Reaction Conditions

Temperature50 °C

Reaction Steps

A pressure tube was charged with methyl 6-chloro-4-(5-chloro-6-methylpyridin-2-ylamino)pyridazine-3-carboxylate (600 mg, 1.92 mmol) and an ammonia solution in methanol (7M, 20 mL, 140 mmol). The reaction mixture was heated to 50° C. and was stirred for 18 h. The mixture was cooled and concentrated in vacuo to give 6-chloro-4-(5-chloro-6-methylpyridin-2-ylamino)pyridazine-3-carboxamide (665 mg crude, 116%) as a yellow solid. 1H NMR (400 MHz, CHLOROFORM-d) d ppm 11.69 (br. s., 1H), 9.18 (s, 1H), 8.20 (br. s., 1H), 7.61 (d, J=8.59 Hz, 1H), 6.77 (d, J=8.59 Hz, 1H), 5.71 (br. s., 1H), 2.65 (s, 3H). LC-MS 298 [M+H]+. This material was used directly in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901124B2
Source datasetuspto-grants-2014_12
ORD IDord-ee2f125a972b4988b5648b03b9caaa7c
Source noteuspto-grants-2014_12