HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-Dimethylethyl (2S)-2-(phenylmethyl)-1-piperazinecarboxylate → (S)-5-(3-benzylpiperazin-1-yl)-3-cyclobutyl-1-isopropyl-1H-indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-Dimethylethyl (2S)-2-(phenylmethyl)-1-piperazinecarboxylate | HCID 17750441 | — |
| Reactant | 5-Bromo-3-cyclobutyl-1-isopropyl-1H-indazole | HCID 58189048 | — |
| Product | (S)-5-(3-benzylpiperazin-1-yl)-3-cyclobutyl-1-isopropyl-1H-indazole | HCID 58189257 | 55% |
Reaction Steps
The title compound was prepared by the method outlined for Example 1 using 5-Bromo-3-cyclobutyl-1-isopropyl-1H-indazole as the aryl halide and (S)-2-benzyl-piperazine-1-carboxylic acid tert-butyl ester as the amine component to afford the title compound as a brown oil (780 mg, 55%). 1H NMR (MeOH-d4) 7.44-7.20 (m, 5H), 7.16-6.87 (m, 3H), 4.78 (td, J=13.4, 6.7 Hz, 1H), 3.95-3.83 (m, 1H), 3.46-3.33 (m, 2H), 3.20-3.05 (m, 2H), 3.03-2.91 (m, 1H), 2.82-2.75 (m, 3H), 2.57-2.36 (m, 6H), 2.24-2.09 (m, 1H), 1.50 (d, J=6.7 Hz, 6H). LC/MS (Method B) 2.79 min, [M+1]+ 389.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927546B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-5421b20db99641b1ab0353517412e514 |
| Source note | uspto-grants-2015_01 |