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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1770977Generated: October 31, 2026

6'-Bromo-5''-methyl-3'H-dispiro[cyclobutane-1,2'-indene-1',2''-imidazol]-4''-amine → US8865911, 57 Isomer 1

https://huagongshe.com/reaction/1770977

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6'-Bromo-5''-methyl-3'H-dispiro[cyclobutane-1,2'-indene-1',2''-imidazol]-4''-amineHCID 57386666—
Reactant5-(1-Propynyl)pyridine-3-boronic Acid (contains varying amounts of Anhydride)HCID 57416482—
ProductUS8865911, 57 Isomer 1HCID 5738666868%

Reaction Steps

The title compound (60 mg, 68% yield) was prepared by the method described in Example 55, starting from 6′-bromo-5″-methyl-3′H-dispiro[cyclobutane-1,2′-indene-1′,2″-imidazol]-4″-amine (Example 54) (80 mg, 0.25 mmol) and 5-(prop-1-ynyl)pyridin-3-ylboronic acid (Intermediate 15, 53 mg, 0.33 mmol). 1H NMR (500 MHz, DMSO-d6) δ ppm 1.59 (m, 4H) 1.83 (d, 1H) 2.09 (s, 3H) 2.16 (d, 1H) 2.21 (s, 3H) 3.23 (m, 2H) 6.60 (s, 2H) 6.89 (d, 1H) 7.41 (d, 1H) 7.54 (dd, 1H) 7.91 (t, 1H) 8.52 (d, 1H) 8.67 (d, 1H). MS (ES+) m/z 355 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09248129B2
Source datasetuspto-grants-2016_02
ORD IDord-e77d1d6566a644fab0010b25eb945fa8
Source noteuspto-grants-2016_02