HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Indole-4-boronic acid → HCID 60196657, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-Indole-4-boronic acid | HCID 2763173 | — |
| Reactant | HCID 86670153 | HCID 86670153 | — |
| 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 60196657 | HCID 60196657 | — |
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)-4-fluorobenzonitrile (PREPARATION x15, 73 mg, 0.203 mmol), PdCl2(dppf) (7.42 mg, 10.14 μmol) and 1H-indol-4-ylboronic acid (65.3 mg, 0.406 mmol) in dioxane (2 mL) and aqueous saturated NaHCO3 (0.4 mL). 1H NMR (400 MHz, DMSO-d6) δ 3.18-3.30 (m, 3 H), 3.46-3.53 (m, 1 H), 3.56-3.67 (m, 1 H), 3.92-4.05 (m, 2 H), 4.07-4.17 (m, 1 H), 4.58-4.78 (m, 3 H), 6.98-7.08 (m, 1 H), 7.22-7.32 (m, 1 H), 7.48-7.60 (m, 3 H), 7.60-7.70 (m, 2 H), 7.89-8.03 (m, 2 H), 11.47-11.58 (m, 1 H). ESI-MS m/z [M+H]+ calc'd for C25H21FN6O, 441.18; found 441.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09045496B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-cbddd153a4ae4fd69429fea654448630 |
| Source note | uspto-grants-2015_06 |