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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773603Generated: November 1, 2026

1-Hydroxybenzotriazole → HCID 58056354, compound

https://huagongshe.com/reaction/1773603

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantPyrazolo[1,5-a]pyrimidine-3-carboxylic acidHCID 1910189—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
ReactantHCID 58056219HCID 58056219—
SolventAcetonitrileHCID 6342—
ProductHCID 58056354HCID 58056354—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of diisopropylethylamine (0.25 mL), (E)-3-(3-amino-4-methoxy-phenyl)-prop-2-en-1-ol (90 mg), pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (65 mg), HOBT (85 mg) and HBTU (0.20 g) in anhydrous acetonitrile (5 mL) was heated to 80° C. overnight. The resulting mixture was evaporated under reduced pressure and the residue was partitioned between ethyl acetate and water. The organic layer was separated, washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography (MeOH/EtOAc, 3/97) to give an oil. This residue was triturated with ethyl acetate to give, upon standing for 1 hour, 20 mg of (E)-3-(3-amino-4-methoxy-phenyl)-prop-2-en-1-ol as a light brown solid which was collected by filtration. MS=325 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255110B2
Source datasetuspto-grants-2016_02
ORD IDord-1e8cb08da61c4015be30f048ebb74016
Source noteuspto-grants-2016_02