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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1923989Generated: October 31, 2026

Triethylamine → HCID 59367073, compound

https://huagongshe.com/reaction/1923989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl azide, trifluoro-HCID 10986786—
ReactantHCID 59367078HCID 59367078—
CatalystCopper SulfateHCID 24462—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 59367073HCID 59367073—

Reaction Steps

To a solution of (2S)-2-amino-3-(piperidin-4-yl)-N-(quinolin-3-yl) propanamide LXXVI in a mixture of methanol (15 mL) and water (5 mL) was added Et3N (0.60 mL, 4.24 mmol) and CuSO4 (20 mg). The mixture was treated at 0° C. with freshly prepared solution of triflic azide (5.9 mmol) in DCM (10 mL). The mixture was stirred at r.t. for 48 h. The solvent was evaporated under reduced pressure and dissolved in EtOAc, washed with satd. aq. NaHCO3, water and dried over Na2SO4. The solvent was removed under vacuum to give crude (2S)-2-azido-3-(piperidin-4-yl)-N-(quinolin-3-yl) propanamide LXXVII (320 mg). ESIMS found for C17H20N6O m/z 325 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178490B2
Source datasetuspto-grants-2012_05
ORD IDord-6c1989ecb490405a968d5cdcfeb425c4
Source noteuspto-grants-2012_05