HuagongsheHuagongshe Chemistry Print Report · For research reference only
(R)-6-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one → HCID 89784719, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (R)-6-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one | HCID 89781988 | — |
| Reactant | HCID 89782161 | HCID 89782161 | — |
| Product | HCID 89784719 | HCID 89784719 | 14.5% |
Reaction Steps
This compound (8.8 mg, 11% yield) as an off-white solid was prepared according to the procedure given in 405, using 8-bromo-3-ethylquinazoline-2,4(1H,3H)-dione (52 mg, 0.160 mmol, 481d) and (R)-6-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one (84 mg, 0.321 mmol, 705) as the starting materials. 1H NMR (400 MHz, CDCl3) δ ppm 12.41 (1H, br. s.) 8.02 (1H, d, J=8.41 Hz) 8.06 (1H, d, J=8.61 Hz) 7.23 (1H, br. s.) 6.84 (1H, s) 5.61 (1H, br. s.) 4.66 (1H, br. s.) 4.16 (1H, d, J=7.04 Hz) 3.50 (2H, s) 1.67 (9H, s) 1.54 (3H, d, J=6.46 Hz) 1.40 (3H, t, J=6.85 Hz). m/z (ESI, +ve) 380.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394297B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-f6914c7f131c46b590fe1fe68b598662 |
| Source note | uspto-grants-2016_07 |