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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362291Generated: October 26, 2026

5-Bromo-2,4-dichloropyrimidine → tert-butyl N-[(1S,2S)-2-[(5-bromo-2-chloro-pyrimidin-4-yl)amino]cyclopentyl]carbamate

https://huagongshe.com/reaction/2362291

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-2,4-dichloropyrimidineHCID 289973—
Reactant(1S,2S)-trans-N-Boc-1,2-cyclopentanediamineHCID 17040218—
Reactanttert-butyl N-[2-[(5-bromo-2-chloro-pyrimidin-4-yl)amino]-3-methyl-butyl]carbamateHCID 86695593—
Producttert-butyl N-[(1S,2S)-2-[(5-bromo-2-chloro-pyrimidin-4-yl)amino]cyclopentyl]carbamateHCID 86695603—

Reaction Steps

tert-butyl N-[(1S,2S)-2-[(5-bromo-2-chloro-pyrimidin-4-yl)amino]cyclopentyl]carbamate was synthesized by treating tert-butyl N-[(1S,2S)-2-aminocyclopentyl]carbamate with 5-bromo-2,4-dichloro-pyrimidine using analogous reaction conditions as described for tert-butyl N-[2-[(5-bromo-2-chloro-pyrimidin-4-yl)amino]-3-methyl-butyl]carbamate. 1H NMR (600 MHz, DMSO-d6) δ ppm 1.27 (s, 9 H) 1.42-1.54 (m, 2 H) 1.56-1.65 (m, 2 H) 1.80-1.88 (m, 1 H) 1.96-2.01 (m, 1 H) 3.88-3.96 (m, 1 H) 4.03-4.09 (m, 1 H) 6.91 (d, J=8.20 Hz, 1 H) 7.41 (d, J=7.32 Hz, 1 H) 8.18 (s, 1 H). LCMS (ESI) 391 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691830B2
Source datasetuspto-grants-2014_04
ORD IDord-41928cd3d58743be8cc3bc6345c60fe0
Source noteuspto-grants-2014_04