HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Phenethylpiperazin-2-one → tert-Butyl 5-methyl-7-(2-oxo-4-phenethylpiperazin-1-yl)-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Phenethylpiperazin-2-one | HCID 8547165 | — |
| Reactant | tert-Butyl 7-bromo-5-methyl-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate | HCID 57950375 | — |
| Product | tert-Butyl 5-methyl-7-(2-oxo-4-phenethylpiperazin-1-yl)-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate | HCID 67986818 | 39% |
Reaction Steps
tert-Butyl 7-bromo-5-methyl-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate (370 mg, 1.01 mmol) and 4-phenethylpiperazin-2-one (197 mg, 0.965 mmol) were reacted according to Example 2 (step f) to provide the title compound (180 mg, 39%) as a yellow powder: 1H NMR (300 MHz, CDCl3) δ 7.48 (d, J=8.4 Hz, 1H), 7.35-7.28 (m, 2H), 7.27-7.18 (m, 4H), 6.99-6.97 (dd, J=8.3, 1.8 Hz, 1H), 4.61 (br s, 2H), 3.74 (br s, 4H), 3.60 (s, 3H), 3.45 (br s, 2H), 2.91 (br s, 4H), 2.74 (br s, 4H), 1.50 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697700B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-c7fe1cd110714f6fa95a80c2eda763f2 |
| Source note | uspto-grants-2014_04 |