HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → 4-(6-(Bromomethyl)-2-chlorothieno[3,2-d]pyrimidin-4-yl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | 2-Chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde | HCID 45789985 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(6-(Bromomethyl)-2-chlorothieno[3,2-d]pyrimidin-4-yl)morpholine | HCID 46180726 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a suspension of 2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6-carbaldehyde (900 mg) in toluene (20 mL) at 40° C. was added phosphorus tribromide (0.10 mL) and the reaction mixture was heated at 100° C. for 16 h. After cooling to room temperature, the reaction was diluted with dichloromethane (40 mL) and washed with saturated aqueous sodium hydrogen carbonate solution (2×40 mL). The organic layer was dried (MgSO4) and reduced in vacuo to give 6-bromomethyl-2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07846929B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-4e5d933bfc2944ce8ba14f5701141729 |
| Source note | uspto-grants-2010_12 |