HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 43401847, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | N-[(4-Bromophenyl)methyl]glycine | HCID 28354373 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethylacetate methanol | HCID 21584119 | — |
| Product | HCID 43401847 | HCID 43401847 | 30.4% |
Reaction Steps
To a suspension of 2-(4-bromobenzylamino)acetic acid (7H2) (109 mmol, 26.5 g) in dichloromethane (300 ml) was added triethylamine (326 mmol, 33.0 g), cyclopropylamine (7H3) (163 mmol, 9.30 g) and PyBOP (109 mmol, 56.5 g). The suspension was stirred at room temperature overnight before concentration and purification on silica eluting with EtOAc/MeOH 1:0 to 9:1 to give 2-(4-bromobenzylamino)-N-cyclopropylacetamide (7H4) 9.38 g (30.3%); 1H NMR (400 MHz, MeODd4) 7.57 (d, 2H) 7.34 (d, 2H) 4.13 (m, 2H) 3.63 (s, 2H) 2.68 (m 1H) 0.76 (m, 2H) 0.56 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507521B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-7910d7f7306b4ee59c5944fdde9c0e37 |
| Source note | uspto-grants-2013_08 |