HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenemethanamine, 3-chloro- | HCID 77802 | — |
| Reactant | HCID 68226572 | HCID 68226572 | — |
| Product | (4-{3-[2-(3-Chloro-benzylamino)-pyrimidin-4-yl]-imidazo[1,2-a]pyrazin-8-ylamino}-cyclohexyl)-carbamic acid tert-butyl ester | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673905B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-55036bbd72d1472199babebbf20e6659 |
| Source note | uspto-grants-2014_03 |