HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → N-[4-Bromo-2-(2-fluorobenzoyl)phenyl]glycinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 9H-fluoren-9-ylmethyl [2-({4-bromo-2-[(2-fluorophenyl)carbonyl]phenyl}amino)-2-oxoethyl]carbamate | HCID 57732434 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[4-Bromo-2-(2-fluorobenzoyl)phenyl]glycinamide | HCID 57732437 | 38% |
Reaction Steps
A round-bottomed flask was charged with 9H-fluoren-9-ylmethyl [2-({4-bromo-2-[(2-fluorophenyl)carbonyl]phenyl}amino)-2-oxoethyl]carbamate (580 mg) and tetrahydrofuran (15 mL). The mixture was treated with piperidine (1.5 mL) then stirred at room temperature for 1.5 h. After concentrating to an oil, the residue was taken up in methylene chloride and purified by silica gel chromatography to yield N1-{4-bromo-2-[(2-fluorophenyl)carbonyl]phenyl}glycinamide (135 mg) as a white powder. H1 NMR (d6-dmso): 8.42 (d, 1H), 7.82 (dd, 1H), 7.65-7.72 (m, 1H), 7.6 (dt, 1H), 7.52 (m, 1H), 7.33-7.40 (m, 2H), 4.0-6.4 (br s, 2H), 3.20 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07888503B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-9963d6298b3240139ebc40b5663f794f |
| Source note | uspto-grants-2011_02 |