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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034969Generated: October 31, 2026

Trifluoroacetic acid → 3-ethyl-1-(1-methylpyrrolidin-2-yl)-3,4,6,7,8,9-hexahydro-5H-pyrazolo[3,4-c]isoquinolin-5-one

https://huagongshe.com/reaction/1034969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantEthylhydrazineHCID 29062—
Reactant(R)-1-Benzyl 2-methyl pyrrolidine-1,2-dicarboxylateHCID 688167—
Reactant(2,2,2-Trifluoroethyl)hydrazinehydrochlorideHCID 21934076—
Product3-ethyl-1-(1-methylpyrrolidin-2-yl)-3,4,6,7,8,9-hexahydro-5H-pyrazolo[3,4-c]isoquinolin-5-oneHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546368B2
Source datasetuspto-grants-2013_10
ORD IDord-e2eef07c5f9e443694a3e7fe253cc877
Source noteuspto-grants-2013_10