HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl bromoacetate → HCID 86664832, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 67496453 | HCID 67496453 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86664832 | HCID 86664832 | 15.1% |
Reaction Steps
To a flask with (S)-2-amino-3-(4-fluorophenyl)-N-(3-(pyridin-4-yl)phenyl)propanamide (200 mg, 0.6 mmol) was added CH3CN as solvent, N-ethyl-N-isopropylpropan-2-amine (0.15 mL, 0.89 mmol) and tert-butyl 2-bromoacetate (0.097 mL, 0.66 mmol) and was heated at 55 degree for 5 hours. Reverse phase purification on HPLC followed by silica gel purification afforded 39 mg (15%) 34.4. 1H NMR (400 MHz, MeOH) δ ppm 8.50-8.68 (m, 2H) 7.88-7.99 (m, 1H) 7.61-7.75 (m, 2H) 7.55-7.60 (m, 1H) 7.42-7.52 (m, 2H) 7.23-7.31 (m, 2H) 6.97-7.04 (m, 2H) 3.53 (t, J=6.85 Hz, 1H) 3.29 (s, 2H) 3.05-3.12 (m, 1H) 2.95-3.03 (m, 1H) 1.43 (s, 9H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785468B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-c18cc77a28064fd58fbce5cc17e88175 |
| Source note | uspto-grants-2014_07 |