Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | (R)-4-bromo-alpha-methylbenzylamine | HCID 853000 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 28431656 | HCID 28431656 | 40.2% |
Reaction Steps
(R)-1-(4-Bromophenyl)ethanamine (6G1) (2.10 mmol, 419 mg), methyl 2-bromoacetate (6G2) (2.10 mmol, 320 mg) and triethylamine (4.19 mmol, 424 mg) were dissolved in DCM (3 ml) and heated in the microwave at 120° C. for 20 min. The crude mixture was concentrated before purification on silica eluting with 20% EtOAc/heptane to give (R)-methyl 2-(1-(4-bromophenyl)ethylamino)acetate (6G3) 230 mg (40.1%); 1H NMR (400 MHz, CDCl3) δ 7.44 (d, 2H) 7.20 (d, 2H) 3.77 (q, 1H) 3.69 (s, 3H) 3.4-3.18 (dd, 2H) 1.34 (d, 3H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08507521B2 |
|---|
| Source dataset | uspto-grants-2013_08 |
|---|
| ORD ID | ord-068e37736d934174affc492beb15b830 |
|---|
| Source note | uspto-grants-2013_08 |
|---|