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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60519Generated: October 25, 2026

Water → (2R)-2-{[2-Amino-5-(benzylthio)[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}pentan-1-ol

https://huagongshe.com/reaction/60519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant(2R)-2-aminopentan-1-olHCID 5324727—
Reactant5-(Benzylthio)-7-chloro[1,3]thiazolo[4,5-d]pyrimidin-2-amineHCID 11278274—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(2R)-2-{[2-Amino-5-(benzylthio)[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}pentan-1-olHCID 5979957097%

Reaction Conditions

Temperature110 °C

Reaction Steps

5-(Benzylthio)-7-chloro[1,3]thiazolo[4,5-d]pyrimidin-2-amine (6.0 g, 19.4 mmol) was dissolved in NMP (30 mL). DIPEA (8.4 mL, 48.5 mmol) and 2-amino-(2R)-1-pentanol (3.5 g, 33.9 mmol) were added and the mixture was heated to 110° C. for 4 days. After cooling to ambient temperature, the mixture was poured into water (200 mL). The precipitated product was collected by filtration, washed with water and used in the next step without further purification (7.0 g, 97% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440992B2
Source datasetuspto-grants-2016_09
ORD IDord-4087d4fb568c446f92fd9b64e69d1797
Source noteuspto-grants-2016_09