HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Bromo-2-chloroquinazoline → tert-butyl ((1S,2R)-2-((6-bromoquinazolin-2-yl)amino)cyclopentyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Bromo-2-chloroquinazoline | HCID 17913559 | — |
| Reactant | tert-butyl N-[(1S,2R)-2-aminocyclopentyl]carbamate | HCID 45091940 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | tert-butyl ((1S,2R)-2-((6-bromoquinazolin-2-yl)amino)cyclopentyl)carbamate | HCID 118043383 | 59.3% |
Reaction Steps
A mixture of 6-bromo-2-chloroquinazoline (1 g, 4.14 mmol) and tert-butyl ((1S,2R)-2-aminocyclopentyl)carbamate (0.826 g, 4.14 mmol) were stirred at 100° C. in Dioxane (10 mL) for 48 h. The reaction mixture was cooled to room temperature, concentrated and the residue was purified by silica gel column chromatography to afford tert-butyl ((1S,2R)-2-((6-bromoquinazolin-2-yl)amino)cyclopentyl)carbamate (1 g, 59%). MS (ES+) C18H23BrN4O2 requires: 406, found: 407 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434700B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-9b40b4d7550840f3bf24ad3cf88aaad8 |
| Source note | uspto-grants-2016_09 |