HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2079621Generated: October 30, 2026
Acetic Acid → Tert-butyl 4-(7-bromo-2-(4-sulfamoylphenylamino)quinazolin-8-yloxy)piperidine-1-carboxylate
https://huagongshe.com/reaction/2079621
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sulfanilamide | HCID 5333 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | Tert-butyl 4-(7-bromo-2-chloroquinazolin-8-yloxy)piperidine-1-carboxylate | HCID 59199246 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Tert-butyl 4-(7-bromo-2-(4-sulfamoylphenylamino)quinazolin-8-yloxy)piperidine-1-carboxylate | HCID 59199265 | 37% |
Reaction Steps
Solid KOtBu (442 mg, 3.95 mmole) was added to a solution of tert-butyl 4-(7-bromo-2-chloroquinazolin-8-yloxy)piperidine-1-carboxylate (500 mg, 1.13 mmole) and 4-aminobenzenesulfonamide (777 mg, 4.62 mmole) in IPA (15 mL). The reaction was sealed and heated to 105° C. with stirring. After 2.5 hours, AcOH was added to the reaction to pH 4 and the reaction was evaporated to a solid. The crude product was dissolved in DMSO (15 mL) and purified by prep. HPLC to give 241 mg of product in 37% yield (417 mmole).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07932262B2 |
|---|
| Source dataset | uspto-grants-2011_04 |
|---|
| ORD ID | ord-ca066d03a754464296adc8666d4975aa |
|---|
| Source note | uspto-grants-2011_04 |
|---|