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-(Morpholin-4-yl)-2-[2-(quinolin-2-yl)ethyl]imidazo[1,2-a]pyrazin-5-yl]phenyl]-2-[[2-(trimethylsilyl)ethoxy]methyl]-2,3-dihydro-1H-1,2,4-triazol-3-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]-2-[[2-(trimethylsilyl)ethoxy]methyl]-2,3-dihydro-1H-1,2,4-triazol-3-one | HCID 123578271 | — |
| Product | 1-[4-[8-(Morpholin-4-yl)-2-[2-(quinolin-2-yl)ethyl]imidazo[1,2-a]pyrazin-5-yl]phenyl]-2-[[2-(trimethylsilyl)ethoxy]methyl]-2,3-dihydro-1H-1,2,4-triazol-3-one | HCID 123326167 | 25.1% |
Reaction Steps
Compound 3a (400 mg, 0.910 mmol) was subjected to Suzuki coupling conditions with 1-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-2-[[2-(trimethylsilyl)ethoxy]methyl]-2,3-dihydro-1H-1,2,4-triazol-3-one (1.14 g, 2.73 mmol) using the reaction conditions described in Example 1, Step G to obtain compound 11e as a brown solid (148 mg, 25% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C35H40N8O3Si: 649.3 (M+H). Found 649.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249163B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-c5b0cc64d1594359881792f8ceeaeb42 |
| Source note | uspto-grants-2016_02 |