HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butanol → N,N-diethyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 12-Chloro-7-thia-9,11-diazatricyclo(6.4.0.0,2,6)dodeca-1(12),2(6),8,10-tetraene | HCID 789817 | — |
| Solvent | Hydrate;hydrochloride | HCID 21885828 | — |
| Product | N,N-diethyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-amine | HCID 717848 | — |
Reaction Steps
To a slurry of 0.044 g 4-chloro-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidine (0.196 mmol) in 1 mL of 100:1 H2O/HCl was added 0.014 g (0.02 mL, 0.106 mmol) diethylamine. The mixture was heated to reflux, and an additional 0.2 mL diethylamine and 1 mL of t-butanol were added and heated continued at reflux for an additional 1 h. TLC (20% EtOAc/80% pet ether) showed complete reaction and the 1H NMR of the isolated material was consistent with the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06849638B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-dcfb3b429c2544d6bb6f40646bccd630 |
| Source note | uspto-grants-2005_02 |