HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-isopropyl-1-(1-methylpyrrolidin-2-yl)-3,4,6,7,8,9-hexahydro-5H-pyrazolo[3,4-c]isoquinolin-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 1-Isopropylhydrazine | HCID 52789 | — |
| Reactant | (R)-1-Benzyl 2-methyl pyrrolidine-1,2-dicarboxylate | HCID 688167 | — |
| Reactant | (2,2,2-Trifluoroethyl)hydrazinehydrochloride | HCID 21934076 | — |
| Product | 3-isopropyl-1-(1-methylpyrrolidin-2-yl)-3,4,6,7,8,9-hexahydro-5H-pyrazolo[3,4-c]isoquinolin-5-one | HCID 136388305 | — |
Reaction Steps
The title compound was prepared as TFA salt according to procedure for Example 69A-69F, substituting (±)-1-benzyl 2-methyl pyrrolidine-1,2-dicarboxylate for (R)-1-benzyl 2-methyl pyrrolidine-1,2-dicarboxylate and isopropylhydrazine for (2,2,2-Trifluoro-ethyl)-hydrazine HCl salt. MS (DCI): m/z 315 (M+H)+; 1H NMR (500 MHz, CD3OD): δ 1.51 (dd, J=6.71, 3.66 Hz, 6H), 1.71-1.95 (m, 3H), 2.05-2.25 (m, 2H), 2.24-2.37 (m, 1H), 2.41-2.56 (m, 2H), 2.69-2.78 (m, 1H), 2.77-2.89 (m, 1H), 2.90-3.03 (m, 1H), 2.96 (s, 3H), 3.29-3.44 (m, 2H), 3.77-3.96 (m, 1H), 4.73-4.91 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546368B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-82c2e2dcef0e455dbd7ca8e19159c51e |
| Source note | uspto-grants-2013_10 |