HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Indole-4-boronic acid → HCID 60196655, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-Indole-4-boronic acid | HCID 2763173 | — |
| Reactant | HCID 86670152 | HCID 86670152 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 60196655 | HCID 60196655 | — |
Reaction Steps
The title compound was prepared in a manner similar to EXAMPLE 3 using 3-((2-chloro-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)methyl)benzonitrile (PREPARATION x14, 59 mg, 0.173 mmol), PdCl2(dppf) (6.32 mg, 8.63 μmol) and 1H-indol-4-ylboronic acid (55.6 mg, 0.345 mmol) in dioxane (2 mL) and aqueous saturated NaHCO3 (0.4 mL). 1H NMR (400 MHz, DMSO-d6) δ 3.16-3.32 (m, 3 H), 3.55-3.66 (m, 2 H), 3.92-4.06 (m, 2 H), 4.07-4.16 (m, 1 H), 4.57-4.78 (m, 3 H), 6.96-7.07 (m, 1 H), 7.20-7.32 (m, 1 H), 7.40-7.48 (m, 1 H), 7.52-7.69 (m, 4 H), 7.71-7.84 (m, 2 H), 7.85-7.93 (m, 1 H), 11.45-11.59 (m, 1 H). ESI-MS m/z [M+H]+ calc'd for C25H22N6O, 423.19; found 423.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09045496B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-46a1c23d3e2b4b9f9e0adc1db548c0ed |
| Source note | uspto-grants-2015_06 |