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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418308Generated: October 29, 2026

1-Hydroxybenzotriazole → HCID 59152107, compound

https://huagongshe.com/reaction/418308

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 59152095HCID 59152095—
SolventDimethylformamideHCID 6228—
ProductHCID 59152107HCID 5915210774.5%

Reaction Steps

To a solution of (3S)-3-methyl-1-{[2-methyl-4-(trifluoromethyl)phenyl]sulfonyl}piperazine (100 mg, 0.310 mmol) (may be prepared as described in Description 27), pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (55.7 mg, 0.341 mmol), HOBt (52.3 mg, 0.341 mmol) and DIPEA (0.081 ml, 0.465 mmol) in dry DMF (5 ml) at rt was added HBTU (129 mg, 0.341 mmol) and the resulting orange solution stirred at rt for 45 min. Concentration under vacuum left an orange oil. Purification by MDAP and concentration of the desired fractions gave the title compound (108 mg) as a clear film that became a white solid on trituration with ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093249B2
Source datasetuspto-grants-2012_01
ORD IDord-10a3848cd9d04c30bdb027d8b85d6056
Source noteuspto-grants-2012_01