HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (1R,2S)-N-tert-Butoxycarbonyl-2-(2-chloro-6-methoxyquinazolin-4-yl)aminocyclohexylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (1R,2S)-N1-(tert-Butoxycarbonyl)-1,2-cyclohexanediamine | HCID 1514392 | — |
| Reactant | 2,4-Dichloro-6-methoxyquinazoline | HCID 9991397 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1R,2S)-N-tert-Butoxycarbonyl-2-(2-chloro-6-methoxyquinazolin-4-yl)aminocyclohexylamine | HCID 86588580 | 95.1% |
Reaction Steps
A solution of 710 mg of 2,4-dichloro-6-methoxyquinazoline in 20 mL of methylene chloride was combined with 471 mg of triethylamine and 750 mg of (1S,2R)-2-tert-butoxycarbonylaminocyclohexylamine, and stirred at room temperature for 48 hours. After concentrating, the mixture was combined with water, extracted with methylene chloride, and dried. After solvent was distilled off, the residue was purified by column chromatography on silica gel (chloroform:methanol 20:1) to obtain 1.20 g of the desirable compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06794389B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-191023f652d4427ab5e31a41ad596114 |
| Source note | uspto-grants-2004_09 |