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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969495Generated: October 30, 2026

3-Amino-1,2-propanediol, (S)- → 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(2-{[(2S)-2,3-dihydroxypropyl]amino}-1,3-thiazol-4-yl)pyridine-3,5-dicarbonitrile

https://huagongshe.com/reaction/1969495

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-1,2-propanediol, (S)-HCID 440902—
Reactant2-Amino-4-(2-bromo-1,3-thiazol-4-yl)-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)pyridine-3,5-dicarbonitrileHCID 66897973—
SolventAcetoneHCID 180—
Product2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(2-{[(2S)-2,3-dihydroxypropyl]amino}-1,3-thiazol-4-yl)pyridine-3,5-dicarbonitrileHCID 86657023—

Reaction Conditions

Temperature80 °C

Reaction Steps

100 mg (0.183 mmol) of 2-amino-4-(2-bromo-1,3-thiazol-4-yl)-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)pyridine-3,5-dicarbonitrile were initially charged in 2 ml of acetone, 834 mg (9.159 mmol) of (2S)-3-aminopropane-1,2-diol were added and the mixture was stirred at 80° C. for 12 h. A further 834 mg (9.159 mmol) of (2S)-3-aminopropane-1,2-diol were then added, and the mixture was stirred at 80° C. for a further 12 h. The reaction mixture was concentrated and the product was isolated by preparative HPLC. This gave 19 mg (19% of theory) of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426602B2
Source datasetuspto-grants-2013_04
ORD IDord-478b246d4cff4b43a73e692e0a922f9a
Source noteuspto-grants-2013_04