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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1187729Generated: November 1, 2026

Acetic Acid → HCID 67007674, compound

https://huagongshe.com/reaction/1187729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethanesulfonamideHCID 72879—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 56600792HCID 56600792—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67007674HCID 6700767438.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

Under argon atmosphere, 92 mg of (S)-1-{2-[1-(4-fluorophenyl)ethylamino]-6-(pyrazin-2-ylamino)pyrimidin-4-yl}piperidine-4-carboxylic acid (Example 85) was dissolved in 2 ml of tetrahydrofuran, and 41 mg of N,N′-carbonyldiimidazole was added thereto, and the mixture was stirred at 70° C. for 1 hour. The reaction solution was air-cooled to room temperature, and 80 mg of methanesulfonamide and 63 μl of 1,8-diazabicyclo[5,4,0]-7-undecene were added thereto, and the mixture was stirred at room temperature for 4 hours. The reaction solution was diluted with water, and the pH of the mixture was adjusted to 4 by using acetic acid. The reaction solution was subjected to extraction with ethyl acetate, and the organic layer was washed in turn with water and brine, and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 42 mg of the objective compound as white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673891B2
Source datasetuspto-grants-2014_03
ORD IDord-0e3c481773e741e99476dabdce3c7b45
Source noteuspto-grants-2014_03