HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → N-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-(3-phenyl-2-propynamide)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | Phenylpropiolic Acid | HCID 69475 | — |
| Reactant | N4-(3-Bromophenyl)quinazoline-4,6-diamine | HCID 5328042 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-(3-phenyl-2-propynamide) | HCID 9846227 | 0.7% |
Reaction Steps
A solution of 0.93 g of 3-phenyl-2-propynoic acid in 10 ml of tetrahydrofuran was cooled in an ice bath. A 0.82 ml portion of isobutyl chloroformate followed by a 0.69 ml portion of N-methyl morpholine were added. After about 1 minute a solution of 1.0 g of N-(3-bromophenyl)4,6-quinazolindiamine in 7 ml of pyridine was added. The reaction at 0° C. for 1 hr.. The solvents were removed at reduced pressure and the solid was purified by chromatography on silica gel to give 0.01 g of N-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-(3-phenyl-2-propynamide): mass spectrum (m/e): 443.2, 445.2 (M+H, electrospray).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06323209B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-2b0269bb498842ba86a0ff757a966947 |
| Source note | uspto-grants-2001_11 |