HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(tert-butylamino)-8-iodo-3-methylquinazolin-4(3H)-one → 2'-(2-(tert-butylamino)-3-methyl-4-oxo-3,4-dihydro-8-quinazolinyl)-1'H-spiro[cyclopropane-1,6'-pyrrolo[3,4-b]pyrrol]-4'(5'H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(tert-butylamino)-8-iodo-3-methylquinazolin-4(3H)-one | HCID 89782138 | — |
| Reactant | 2'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1'H-spiro[cyclopropane-1,6'-pyrrolo[3,4-b]pyrrol]-4'(5'H)-one | HCID 89783484 | — |
| Product | 2'-(2-(tert-butylamino)-3-methyl-4-oxo-3,4-dihydro-8-quinazolinyl)-1'H-spiro[cyclopropane-1,6'-pyrrolo[3,4-b]pyrrol]-4'(5'H)-one | HCID 89784620 | 21.1% |
Reaction Steps
This compound (35 mg, 21% yield) as a brown solid was prepared according to the procedure described for Example 448, using 2-(tert-butylamino)-8-iodo-3-methylquinazolin-4(3H)-one (701) (157 mg, 0.44 mmol) and 2′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1′H-spiro[cyclopropane-1,6′-pyrrolo[3,4-b]pyrrol]-4′(5′H)-one (707) (157 mg, 0.57 mmol) as the starting materials. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.57 (1H, br.), 7.89 (2H, t, J=7.4 Hz), 7.67 (1H, s), 7.19 (1H, t, J=7.6 Hz), 6.81 (1H, s), 5.96 (1H, s), 3.49 (3H, s), 1.50 (9H, s), 1.41 (2H, m), 1.34 (2H, m). m/z (ESI, +ve) 378.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394297B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-518506b2bec749bb9947fbafb891d7e4 |
| Source note | uspto-grants-2016_07 |