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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244760Generated: October 31, 2026

Hydrochloric Acid → N-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-2-[(2-methyl-4-morpholinyl)methyl]-1,3-thiazole-4-carboxamide

https://huagongshe.com/reaction/244760

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant2-MethylmorpholineHCID 410615—
Reactant2-(Chloromethyl)-N-[6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamideHCID 58356358—
SolventIsopropanolHCID 3776—
ProductN-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-2-[(2-methyl-4-morpholinyl)methyl]-1,3-thiazole-4-carboxamideHCID 5835632923.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

2-(Chloromethyl)-N-[6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamide (50 mg, 0.091 mmol) and 2-methylmorpholine (0.5 mL, 0.091 mmol) were put in a 0.5-2 mL vial then heated in the microwave at 90° C. for 15 min. The solvent was blown down under nitrogen. Isopropanol (2 mL) and 2M NaOH (2.000 mL) were added and the reaction mixture was stirred for 3 hr at 25° C., then neutralised with 2M HCl aqueous solution until pH=7 (checking with pH paper). The solvent was removed under nitrogen. The mixture was dissolved in 2 mL of DMSO and passed through a hydrophobic frit. Purification was carried out by MDAP to afford the title compound (10 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658635B2
Source datasetuspto-grants-2014_02
ORD IDord-ba4af51304884614961eb57d7df1b950
Source noteuspto-grants-2014_02