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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068608Generated: October 29, 2026

Piperidine → HCID 40012281, compound

https://huagongshe.com/reaction/2068608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant5-Bromothiophene-3-carboxylic acidHCID 12039978—
SolventDimethylformamideHCID 6228—
ProductHCID 40012281HCID 4001228143.6%

Reaction Steps

5-Bromo-thiophene-3-carboxylic acid (150 mg, 0.72 mmol) was dissolved in DMF (3 mL). DIPEA (2.16 mmol), HATU (0.72 mmol) and piperidine (0.72 mmol) were added and the reaction mixture stirred at room temperature for 1 hour. The mixture was partitioned between ethyl acetate and water and the organic solution separated, washed with 1 N hydrochloric acid, dried over magnesium sulfate, filtered and the solvent evaporated. The residue was purified by flash chromatography on silica, eluting with 0%-50% ethyl acetate in cyclohexane. The fractions containing the desired product were concentrated under vacuum to give the title compound (86 mg). LCMS m/z 273.97 [M+H]+ R.T.=3.19 min (Analytical Method 5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299063B2
Source datasetuspto-grants-2012_10
ORD IDord-0383fcb2ee894e6d9d59ecebfd933586
Source noteuspto-grants-2012_10