HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethylamine → HCID 59924721, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethylamine | HCID 1001 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 69962054 | HCID 69962054 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 59924721 | HCID 59924721 | — |
Reaction Steps
Made in the same manner as EXAMPLE 62 using 2-[(S)-1-(3-carboxyphenyl)ethylamino]-4-[benzimidazol-1-yl]pyrimidine (37.2 mg), CH2Cl2 (2 mL), triethylamine (72 μL), phenethylamine (39 μL), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (58 mg) and 4-dimethylaminopyridine (˜1 mg). Run for 18 h then concentrated under reduced pressure and purified by silica gel chromatography (98:2 CH2Cl2:MeOH) to yield 21.6 mg of the title compound. 1H NMR (500 MHz, CDCl3 partial): δ 8.48 (br s, 1H); 8.40 (d, J=5.5 Hz, 1H); 7.84 (m, 2H); 7.56 (m, 2H); 7.42 (t, J=7.7 Hz, 1H); 6.80 (d, J=5.5 Hz,1H); 6.10 )br s, 1H); 5.69 (br s, 1H); 5.23 (br s, 1H); 3.72 (m, 2H); 2.94 (t, J=7.0 Hz, 2H); 1.65 (d, J=6.9 Hz, 3H). Mass Spectrum (ESI): m/e 463.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06498165B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-45983ab016e640f0be15f16f1f56cc25 |
| Source note | uspto-grants-2002_12 |