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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600302Generated: October 29, 2026

Ammonia → (S)-tert-Butyl 1-amino-3-(6-bromopyridin-3-yl)-1-oxopropan-2-ylcarbamate

https://huagongshe.com/reaction/600302

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantEthylmorpholineHCID 7525—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant(S)-3-(6-Bromopyridin-3-yl)-2-((tert-butoxycarbonyl)amino)propanoic acidHCID 57999631—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(S)-tert-Butyl 1-amino-3-(6-bromopyridin-3-yl)-1-oxopropan-2-ylcarbamateHCID 57999677—

Reaction Steps

(S)-3-(6-Bromopyridin-3-yl)-2-(tert-butoxycarbonylamino)propanoic acid (1.72 g), N-ethylmorpholine (1.261 mL) and TBTU (2.4 g) were combined in DMF (5 mL) and the solution was stirred, at room temperature for 0.5 h then it was cooled to 0° C. Aqueous 880 ammonia (0.827 mL) was added and the mixture was allowed to reach RT overnight. The reaction mixture was diluted with ethyl acetate, washed with water then brine, dried over magnesium sulfate, filtered and concentrated in vacuo to give the sub-title compound (1.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902181B2
Source datasetuspto-grants-2011_03
ORD IDord-8b5874231b544230805923d6cd477922
Source noteuspto-grants-2011_03