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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1186524Generated: November 2, 2026

Benzenemethanamine, 3-chloro- → (4-{3-[2-(3-Chloro-benzylamino)-pyrimidin-4-yl]-imidazo[1,2-a]pyrazin-8-ylamino}-cyclohexyl)-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1186524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenemethanamine, 3-chloro-HCID 77802—
ReactantHCID 68226572HCID 68226572—
Product(4-{3-[2-(3-Chloro-benzylamino)-pyrimidin-4-yl]-imidazo[1,2-a]pyrazin-8-ylamino}-cyclohexyl)-carbamic acid tert-butyl esterHCID 68227054—

Reaction Steps

The mixture of {4-[3-(2-methanesulfinyl-pyrimidin-4-yl)-imidazo[1,2-a]pyrazin-8-ylamino]-cyclohexyl}-carbamic acid tert-butyl ester (from Example 48 supra) (100 mg, 0.212 mmol) and (3-chlorobenzylamine (120.3 mg, 0.849 mmol) was heated at 140° C. with stirring for 2 hours. The oil was purified by chromatography (silica gel, 10 g, 200-300 mesh, eluting with dichloromethane:methanol, 50:1 to 30:1) to afford crude (4-{3-[2-(3-chloro-benzylamino)-pyrimidin-4-yl]-imidazo[1,2-a]pyrazin-8-ylamino}-cyclohexyl)-carbamic acid tert-butyl ester. (Yield 80 mg). LC-MS: [M+H]+ 549.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673905B2
Source datasetuspto-grants-2014_03
ORD IDord-55036bbd72d1472199babebbf20e6659
Source noteuspto-grants-2014_03