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 89793956, 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 | 8-iodo-3-methyl-2-((1-methylcyclobutyl)amino)quinazolin-4(3H)-one | HCID 89782126 | — |
| Product | HCID 89793956 | HCID 89793956 | 54.6% |
Reaction Steps
This compound (169 mg, 54% yield) as a brown solid was prepared according to the procedure described for Example 448, using 8-iodo-3-methyl-2-((1-methylcyclobutyl)amino)quinazolin-4(3H)-one (711) (303 mg, 0.82 mmol) 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 (705) (215 mg, 0.82 mmol) as the starting materials. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.27 (1H, br.), 8.00 (1H, dd, J=7.6, 1.4 Hz), 7.85 (1H, dd, J=7.8, 1.4 Hz), 7.66 (1H, s), 7.15 (1H, t, J=7.7 Hz), 6.98 (1H, s), 6.81 (1H, s), 4.60 (1H, q, J=6.5 Hz), 3.41 (3H, s), 2.38 (2H, m), 2.14 (2H, m), 1.88 (2H, m), 1.67 (3H, s), 1.40 (3H, d, J=6.7 Hz). m/z (ESI, +ve) 378.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394297B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-9655e7a8bac8476ebf1356e631a52b54 |
| Source note | uspto-grants-2016_07 |