HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethylamine → 1307953-73-6
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethylamine | HCID 1001 | — |
| Reactant | N-Cbz-d-alanine | HCID 70832 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Isoquinoline-6-sulfonyl chloride | HCID 55280287 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1307953-73-6 | HCID 10913788 | 45.7% |
Reaction Steps
Phenethylamine (285 mg) and N-(benzyloxycarbonyl)-D-alanine (500 mg) were condensed (618 mg, 85%) using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (472 mg) in dichloromethane. (R)-2-amino-N-phenethylpropanamide (197 mg) obtained by further hydrogenation reaction in the presence of 10% palladium-carbon, and isoquinoline-6-sulfonyl chloride prepared in Reference Example 1 were condensed (237 mg, 60%) in the presence of triethylamine (0.284 mL) in dichloromethane. Subsequently, 40 mg of the title compound was obtained as a pale yellow solid (13%) with reference to the method of Step 3 of Example 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883792B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-80a3c77f7b164a1d9c7b22b5197614d3 |
| Source note | uspto-grants-2014_11 |