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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1252071Generated: November 1, 2026

N-(4-((4-(1H-Indol-3-yl)piperidin-1-yl)methyl)thiazol-2-yl)acetamide → 4-((4-(1H-Indol-3-yl)piperidin-1-yl)methyl)thiazol-2-amine

https://huagongshe.com/reaction/1252071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(4-((4-(1H-Indol-3-yl)piperidin-1-yl)methyl)thiazol-2-yl)acetamideHCID 14129784—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
Product4-((4-(1H-Indol-3-yl)piperidin-1-yl)methyl)thiazol-2-amineHCID 1412979638.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

2-Acetylamino-4-[4-(3-indolyl)piperidinomethyl]thiazole (1.2 g) in a mixture of ethanol (3 ml) and 10% hydrochloric acid (9 ml) was stirred at 80° C. for 2.5 hours. After cooling to ambient temperature, the reaction mixture was concentrated under reduced pressure. To the residue was added dropwise 10% aqueous sodium hydroxide solution (12 ml) under ice-cooling. The resulting crystals were collected, washed with water, dried and recrystallized from ethanol to give 2-amino-4-[4-(3-indolyl)piperidinomethyl]thiazole (410 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04742057
Source datasetuspto-grants-1988_05
ORD IDord-2a03d9646e914b73bf2469335d9c3bdd
Source noteuspto-grants-1988_05