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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418305Generated: October 26, 2026

1-Hydroxybenzotriazole → HCID 59152105, compound

https://huagongshe.com/reaction/418305

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—
Reactant(3S)-3-methyl-1-({4-[(trifluoromethyl)oxy]phenyl}sulfonyl)piperazineHCID 59152075—
SolventDimethylformamideHCID 6228—
ProductHCID 59152105HCID 5915210536.2%

Reaction Steps

To a solution of (3S)-3-methyl-1-({4-[(trifluoromethyl)oxy]phenyl}sulfonyl)piperazine (may be prepared as described in Description 13) (300 mg, 0.925 mmol), HOBt (142 mg, 0.925 mmol), HBTU (351 mg, 0.925 mmol) and pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (151 mg, 0.925 mmol) in DMF (50 ml) was added DIPEA (0.485 ml, 2.78 mmol) and the resulting mixture stirred at room temperature overnight, then concentrated under vacuum. The residue was redissolved in EtOAc, washed with aqueous NaHCO3 and brine, then concentrated under vacuum. Flash chromatography (silica; EtOAc) and concentration of the desired fractions gave the title compound (157 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093249B2
Source datasetuspto-grants-2012_01
ORD IDord-3fc7bb913c684cdba6b229cd0db11533
Source noteuspto-grants-2012_01