HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4-methyl-6-(6-(2'-oxo-2',3'-dihydro-1'H-spiro[piperidin-4,4'-quinazolin]-1-yl)pyrimidine-4-carbonyl)benzo[d]oxazol-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1'H-Spiro[piperidine-4,4'-quinazolin]-2'(3'H)-one | HCID 49760350 | — |
| Reactant | 6-(6-chloropyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one | HCID 58181206 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-methyl-6-(6-(2'-oxo-2',3'-dihydro-1'H-spiro[piperidin-4,4'-quinazolin]-1-yl)pyrimidine-4-carbonyl)benzo[d]oxazol-2(3H)-one | HCID 25229661 | — |
Reaction Steps
144 mg (0.500 mmol) 6-(6-chloropyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one, 108 mg (0.500 mmol) 1′H-spiro[piperidin-4,4′-quinazolin]-2′(3′H)-one and 0.174 mL (1.00 mmol) DIPEA were combined in 5.0 mL DMF and stirred overnight at RT. The reaction mixture was purified by preparative HPLC, the fractions containing the product were combined and the organic solvent was eliminated i.vac. The aqueous phase was neutralised by the addition of 4N aqueous NaOH solution. The product precipitated as a solid was filtered off, washed with water and dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450327B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-abfc4ac1092f4c77925486600cb84c06 |
| Source note | uspto-grants-2013_05 |