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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2422189Generated: October 31, 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/2422189

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 room 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 numberUS07960395B2
Source datasetuspto-grants-2011_06
ORD IDord-98b11dfaa8a24451af0b590c9127fb64
Source noteuspto-grants-2011_06