HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → (Tert-butoxy)-n-[4-(2,4-dioxo(1,3-dihydroquinazolin-3-yl))phenyl]carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-isocyanatobenzoate | HCID 519494 | — |
| Reactant | tert-Butyl (4-aminophenyl)carbamate | HCID 688611 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (Tert-butoxy)-n-[4-(2,4-dioxo(1,3-dihydroquinazolin-3-yl))phenyl]carboxamide | HCID 91580089 | 85% |
Reaction Steps
To a solution of methyl 2-isocyanatobenzoate (0.97 g, 5.5 mmol) and Boc 1,4-phenylenediamine (1.04 g, 5 mmol) in THF (15 mL) was added DIEA (0.87 mL, 5 mmol) and DBU (0.75 mL, 5 mmol). The reaction mixture stirred at room temp for 5 hr, the off-white solid filtered and washed with ethyl ether to give desired compound (1.49 g, 85%). ES-MS (M+Na)+=376.1, (M−tBu+H)+=298.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524721B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-f6e11bd17d7c4309932091a3a26a65a6 |
| Source note | uspto-grants-2013_09 |