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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1110399Generated: October 31, 2026

Ethanol → HCID 67922902, compound

https://huagongshe.com/reaction/1110399

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantPotassium CyanideHCID 9032—
ReactantAmmonium CarbonateHCID 517111—
ReactantHCID 13677787HCID 13677787—
ProductHCID 67922902HCID 6792290226.7%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a stirred suspension of 3.97 parts of cis-4-amino-5-chloro-2-methoxy-N-[3-methoxy-1-(4-oxopentyl)-4-piperidinyl]benzamide in 19.2 parts of ethanol was added first a solution of 0.72 parts of potassium cyanide in 12 parts of water and then 2.88 parts of ammonium carbonate. The whole was stirred overnight at about 55° C. After cooling, the reaction mixture was poured into water. Ethanol was evaporated whereupon a precipitate was formed. It was filtered off, washed with water and boiled twice in acetonitrile. The product was filtered off and crystallized from 4-methyl-2-pentanone, yielding 1.25 parts (26.7%) of cis-4-amino-5-chloro-2-methoxy-N-[3-methoxy-1-[3-(4-methyl-2,5-dioxo-4-imidazolidinyl)propyl]-4-piperidinyl]benzamide; mp. 235.8° C. (compound 90).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04975439
Source datasetuspto-grants-1990_12
ORD IDord-eb808ddc48f042df9c385533d19b1395
Source noteuspto-grants-1990_12