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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878436Generated: October 29, 2026

Ammonia → (4s)-4-N-(5-Bromopyridin-3-yl)-1-azatricyclo[3.3.1.13,7]decan-4-amine

https://huagongshe.com/reaction/878436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant1-Azatricyclo(3.3.1.1,3,7)decan-4-oneHCID 142642—
Reactant3-Amino-5-bromopyridineHCID 817681—
Product(4s)-4-N-(5-Bromopyridin-3-yl)-1-azatricyclo[3.3.1.13,7]decan-4-amineHCID 24987501—

Reaction Steps

Prepared from 1-azatricyclo[3.3.1.13,7]decan-4-one (1.51 g, 10 mmol; see Becker, D. P.; Flynn, D. L. Synthesis 1992, 1080) and 3-amino-5-bromopyridine (2.06 g, 12 mmol; Aldrich) according to the procedure described in Example 65A: 1H NMR (300 MHz, methanol-D4) δ ppm 1.81-1.99 (m, 2H), 2.02-2.15 (m, 1H), 2.17-2.40 (m, 4H), 3.44-3.51 (m, 2H), 3.53-3.66 (m, 4H), 3.91 (s, 1H), 7.26-7.41 (m, 1H), 7.84 (d, J=1.7 Hz, 1H), 8.01 (d, J=2.7 Hz, 1H). MS (DCI/NH3) m/z=308/310 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987453B2
Source datasetuspto-grants-2015_03
ORD IDord-ac9a3ef4cec547539773cd82743448d6
Source noteuspto-grants-2015_03