HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 51348456, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (5-(4-(4-((3-Fluorobenzyl)oxy)-3-chloroanilino)-6-quinazolinyl)-2-furancarboxaldehyde | HCID 11181296 | — |
| Reactant | 2-(Methylsulfanyl)ethan-1-amine hydrochloride | HCID 22722792 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | HCID 51348456 | HCID 51348456 | 56% |
Reaction Steps
10.0 g of compound 5-(4-(4-(3-fluorobenzyloxy)-3-chloroanilino)-6-quinazolinyl)furan-2-formaldehyde was dissolved in the mixture of dichloromethane/methanol (3:1). The mixture was added with 4.3 g of triethylamine, stirred for 10 min, added with 6.9 g of 2-methylthioethylamine hydrochloride, and stirred at room temperature. Upon consumption of the starting materials detected by TLC, 2.4 g of sodium borohydride was added in batches under ice-bath. Upon the end of reaction detected by TLC, dichloromethane (q.s.) was added. The mixture was washed with saturated ammonium chloride and then with saturated sodium chloride, dried over anhydrous sodium sulfate, and subjected to a column chromatography to obtain 6.5 g of yellow solid, yield 56%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916574B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-2312e9b02f144bfc9175e13ac8e7a7e6 |
| Source note | uspto-grants-2014_12 |