HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(5-Bromo-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-a]pyrazin-8-yl)morpholine → 1-(4-(8-Morpholino-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-a]pyrazin-5-yl)phenyl)-4-((2-(trimethylsilyl)ethoxy)methyl)-1H-tetrazol-5(4H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(5-Bromo-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-a]pyrazin-8-yl)morpholine | HCID 117727895 | — |
| Reactant | 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4-[[2-(trimethylsilyl)ethoxy]methyl]-1,2,3,4-tetrazolidin-5-one | HCID 131734671 | — |
| Product | 1-(4-(8-Morpholino-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-a]pyrazin-5-yl)phenyl)-4-((2-(trimethylsilyl)ethoxy)methyl)-1H-tetrazol-5(4H)-one | HCID 123214268 | 31.6% |
Reaction Steps
Compound 3a (500 mg, 1.15 mmol) was subjected to Suzuki coupling conditions with 1-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4-[[2-(trimethylsilyl)ethoxy]methyl]-1,2,3,4-tetrazolidin-5-one (1.44 g, 3.45 mmol) using the reaction conditions described in Example 1, Step G to obtain compound 14d as a white solid (236 mg, 31% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C34H39N9O3Si: 650.3 (M+H). Found 650.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249163B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-d2d0ee1aa066423aafdf52f9e5c98532 |
| Source note | uspto-grants-2016_02 |