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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692007Generated: October 29, 2026

Methylamine → 1049025-94-6

https://huagongshe.com/reaction/1692007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantThionyl ChlorideHCID 24386—
ReactantOxalyl chlorideHCID 65578—
Reactant5-Chloropyrazinoic acidHCID 465472—
Reactant5-Chloropyrazine-2-carbonyl chlorideHCID 15215743—
ReactantHCID 66699176HCID 66699176—
SolventTetrahydrofuranHCID 8028—
Product1049025-94-6HCID 59276991—

Reaction Steps

Methyl 5-chloro-2-pyridazinecarboxylate (CAS #33332-25-1) is hydrolyzed to the corresponding carboxylic acid, 5-chloropyrazine-2-carboxylic acid. This acid is then converted to the corresponding acid chloride, 5-chloropyrazine-2-carbonyl chloride, by treatment with either thionyl chloride or oxalyl chloride. This acid chloride is then treated with a 2 M solution of methylamine in tetrahydrofuran to provide 5-chloro-N-methylpyrazine-2-carboxamide. The procedure of Example 48 is then repeated, substituting 5-chloro-N-methylpyrazine-2-carboxamide in place of 6-chloro-N-methyl-3-pyridinecarboxamide to give (R)—N-methyl-5-(2-(3-(piperidin-1-yl)pyrrolidin-1-yl)benzo[d]thiazol-6-yloxy)pyrazine-2-carboxamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153813B2
Source datasetuspto-grants-2012_04
ORD IDord-7c5d466bc0644dbea8427b8cea90c682
Source noteuspto-grants-2012_04