HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-ethyl-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 | Ethylhydrazine | HCID 29062 | — |
| Reactant | (R)-1-Benzyl 2-methyl pyrrolidine-1,2-dicarboxylate | HCID 688167 | — |
| Reactant | (2,2,2-Trifluoroethyl)hydrazinehydrochloride | HCID 21934076 | — |
| Product | 3-ethyl-1-(1-methylpyrrolidin-2-yl)-3,4,6,7,8,9-hexahydro-5H-pyrazolo[3,4-c]isoquinolin-5-one | HCID 136388304 | — |
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 ethylhydrazine for (2,2,2-Trifluoro-ethyl)-hydrazine HCl salt. MS (DCI): m/z 301 (M+H)+; 1H NMR (400 MHz, CD3OD): δ 1.42 (t, J=7.36 Hz, 2H), 1.75-1.91 (m, 4H), 2.02-2.26 (m, 2H), 2.23-2.37 (m, 1H), 2.52 (t, J=5.68 Hz, 2H), 2.59-2.77 (m, 1H), 2.77-2.89 (m, 1H), 2.88-3.03 (m, 1H), 2.96 (s, 3H), 3.26-3.41 (m, 1H), 3.75-3.93 (m, 1H), 4.30 (q, J=7.36 Hz, 2H), 4.96 (t, J=8.29 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546368B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-e2eef07c5f9e443694a3e7fe253cc877 |
| Source note | uspto-grants-2013_10 |