Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | HCID 58959477 | HCID 58959477 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 58959511 | HCID 58959511 | 41.4% |
Reaction Steps
To a suspension of 7-chloro-3-(4-chlorophenyl)-2-(2-chlorophenyl)-2H-pyrazolo[4,3-d]pyrimidine I-2A-1c (40 mg, 0.1 mmol) in 5 ml ethanol was added pyrrolidine (711 mg, 10 mmol). The reaction mixture was stirred at room temperature for 1 hour and became homogeneous. After the reaction was complete (as monitored by TLC, ethyl acetate/hexane, 50/50), ethanol was removed under reduced pressure. The residue was redissolved in ethyl acetate, washed with water, dried over magnesium sulfate, and concentrated. The crude product was purified by HPLC to give 3-(4-chlorophenyl)-2-(2-chlorophenyl)-7-pyrrolidin-1-yl-2H-pyrazolo[4,3-d]pyrimidine 2A-1 (17 mg, 38.2%). MS: 410.2 (M+1)+; 1H NMR (400 MHz, CD2Cl2) δ 8.3 (s, 1H), 7.5 (m, 6H), 7.3 (d, J=8.7 Hz, 2H), 4.2 (t, J=6.3 Hz, 2H), 3.8 (t, J=7.1 Hz, 2H), 2.1 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07268133B2 |
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| Source dataset | uspto-grants-2007_09 |
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| ORD ID | ord-b17fd0998f57435bb2ac35998cd5fe9d |
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| Source note | uspto-grants-2007_09 |
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