Hydrochloric Acid → 2-(Pyridin-4-yl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine Hydrochloride

HRID 2388719Notes

Reaction equation

HRID 2388719 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[S:8][C:9]3[CH2:10][N:11](C(OCC)=O)[CH2:12][CH2:13][C:14]=3[N:15]=2)=[CH:3][CH:2]=1.[OH-].[K+].[ClH:23]>>[ClH:23].[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[S:8][C:9]3[CH2:10][NH:11][CH2:12][CH2:13][C:14]=3[N:15]=2)=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 68644063Ethyl 2-(pyridin-4-yl)-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate

Product 1

HCID 686439822-(Pyridin-4-yl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine HydrochlorideYield 30%

Conditions

Temperature
0 °C

Procedure

A solution of ethyl 2-(pyridin-4-yl)-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate (1.8 mmol) in a 3.5 N potassium hydroxide solution (3 ml) was heated under reflux for 3 hours. The course of the reaction was monitored by thin layer chromatography. The reaction mixture was then cooled to 0° C. and acidified with concentrated hydrochloric acid. The solid which had precipitated was filtered out and dried. The product was obtained in the form of the HCl salt. The yield was 30%.

Workup

  1. temperatureunder reflux for 3 hours
  2. customThe solid which had precipitated
  3. filtrationwas filtered out
  4. customdried

Sources & evidence

ORD record
ord-836871a3c7b54f76815c6e318de4d437
Source dataset
uspto-grants-2012_09
Patent number
US08268814B2

Reaction notes

Loading…