Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,4-Diaminocyclohexane | HCID 18374 | — |
| Reactant | 4-chloro-6-ethylthieno[2,3-d]pyrimidine | HCID 916176 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 62313850 | HCID 62313850 | 107.5% |
Reaction Steps
Into a 50-mL round-bottom flask, was placed 4-chloro-6-ethylthieno[2,3-d]pyrimidine (200 mg, 1.01 mmol, 1.00 equiv), cyclohexane-1,4-diamine (600 mg, 5.25 mmol, 5.22 equiv) in anhydrous N,N-dimethylformamide (5 mL) at room temperature. Then triethylamine (300 mg, 2.96 mmol, 2.95 equiv) was added via syringe and the resulting solution was stirred overnight at ambient temperature. After completion of the reaction, the resulting solution was diluted H2O, extracted with 3×30 mL of ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. This desired 1-N-[6-ethylthieno[2,3-d]pyrimidin-4-yl]cyclohexane-1,4-diamine (0.3 g, crude) was obtained as a off-white solid which was used for next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09340554B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-0335e33e4eb64b1f9599999e2733e5f9 |
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| Source note | uspto-grants-2016_05 |
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