HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718321Generated: October 30, 2026
1,8-Diazabicyclo(5.4.0)undec-7-ene → 4-Ethoxy-6-(4-fluorophenyl)thieno[2,3-d]pyrimidin-2-amine
https://huagongshe.com/reaction/718321
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 2-amino-6-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4(3H)-one | HCID 50941662 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-Ethoxy-6-(4-fluorophenyl)thieno[2,3-d]pyrimidin-2-amine | HCID 56942475 | 54.6% |
Reaction Steps
To a solution of 2-amino-6-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4(3H)-one (50 mg, 0.19 mmol) and BOP (110 mg, 0.25 mmol) in EtOH (1 ml) was added DBU (43 μl, 0.29 mmol). The resulting mixture was heated at 60° C. for 4 hours. After cooling down to room temperature, sodium ethoxide (26 mg, 0.38 mmol) was added. The mixture was again heated at 60° C. overnight. The solvents were removed under reduced pressure and the crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 60:1) yielding the title compound as a white solid (30 mg, 54%). mp 142° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09193741B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-7bd3ffe2af8b43b781754f24db81e09d |
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| Source note | uspto-grants-2015_11 |
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