HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(3-Hydroxypropyl)pyrrolidin-2-one → 3-Fluoro-N-{4-[3-(2-oxopyrrolidin-1-yl)propoxy]-1-naphthyl}-5-piperidin-1-ylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(3-Hydroxypropyl)pyrrolidin-2-one | HCID 566744 | — |
| Reactant | tert-Butyl (4-hydroxynaphthalen-1-yl)carbamate | HCID 10923237 | — |
| Reactant | 3-Fluoro-5-piperidinylbenzoic acid | HCID 59553180 | — |
| Product | 3-Fluoro-N-{4-[3-(2-oxopyrrolidin-1-yl)propoxy]-1-naphthyl}-5-piperidin-1-ylbenzamide | HCID 59553101 | — |
Reaction Steps
Compound is prepared from tert-butyl (4-hydroxy-1-naphthyl)carbamate, 3-fluoro-5-piperidin-1-yl-benzoic acid and 1-(3-hydroxy-propyl)-pyrrolidin-2-one according to conditions described in general procedure D. A pink solid is produced (42 mg). Mp: 88-89° C.; 1H NMR (300 MHz, CDCl3) δ 1.69 (s, 6H), 1.95-2.04 (m, 2H), 2.10-2.18 (m, 2H), 2.34-2.39 (m, 2H), 3.26 (s, 4H), 3.37-3.45 (m, 2H), 3.50-3.55 (m, 2H), 4.09-4.13 (m, 2H), 6.72-6.77 (m, 2H), 7.03 (d, J=8.4 Hz, 1H), 7.33 (s, 1H), 7.46-7.55 (m, 2H), 7.63 (d, J=7.8 Hz, 1H), 7.82 (d, J=7.5 Hz, 1H), 8.23 (s, 1H), 8.27-8.30 (m, 1H); MS 490 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07829560B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-df59f39f1bb3445e844ebde3e1e6907f |
| Source note | uspto-grants-2010_11 |