Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600304Generated: October 30, 2026

Triethylamine → (S)-tert-Butyl 2-((S)-1-amino-3-(6-bromopyridin-3-yl)-1-oxopropan-2-ylcarbamoyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/600304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(2S)-1-((tert-butoxy)carbonyl)piperidine-2-carboxylic acidHCID 688617—
Reactant(S)-2-Amino-3-(6-bromopyridin-3-yl)propanamideHCID 57999679—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(S)-tert-Butyl 2-((S)-1-amino-3-(6-bromopyridin-3-yl)-1-oxopropan-2-ylcarbamoyl)piperidine-1-carboxylateHCID 5799966793.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

(S)-2-Amino-3-(6-bromopyridin-3-yl)propanamide (1 g), (S)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (0.939 g) and triethylamine (2.86 mL) in DMF (3 mL) were stirred under nitrogen at 0° C. 2,4,6-Tripropyl-1,3,5,2,4,6-trioxatriphosorinan-2,4,6-trioxide (3.13 g) was added and stirring at 0° C. was continued for 1 h. The reaction mixture was allowed to reach RT then it was diluted with ethyl acetate, washed with water and brine sequentially, dried over magnesium sulfate, filtered and concentrated in vacuo to give the sub-title compound (1.740 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902181B2
Source datasetuspto-grants-2011_03
ORD IDord-6433ee9e3564424c9dd308ebe41d7f6f
Source noteuspto-grants-2011_03