HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (4-(3-Fluorobenzyloxy)-3-chlorophenyl)-(6-(2-((2-iso-propyl-sulphonyl-ethylamino)-methyl)-furan-2-yl)-quinazolin-4-yl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (5-(4-(4-((3-Fluorobenzyl)oxy)-3-chloroanilino)-6-quinazolinyl)-2-furancarboxaldehyde | HCID 11181296 | — |
| Reactant | MeOH tetrahydrofuran | HCID 21899815 | — |
| Reactant | 2-(Isopropylsulfonyl)ethanamine hydrochloride | HCID 50944337 | — |
| Product | (4-(3-Fluorobenzyloxy)-3-chlorophenyl)-(6-(2-((2-iso-propyl-sulphonyl-ethylamino)-methyl)-furan-2-yl)-quinazolin-4-yl)-amine | HCID 86599010 | — |
Reaction Steps
The title compound and its hydrochloride salt are prepared according to Procedure D utilizing 5-{4-[4-(3-fluoro-benzyloxy)-3-chloroanilino]-6-quinazolinyl}-2-furaldehyde (0.317 mmol, 0.15 g), Isopropylsulfonylethyl amine hydrochloride salt (0.475 mmol, 0.105 g) in the presence of Et3N (0.95 mmol, 0.13 mL) and NaBH4 (1.1 mmol, 0.041 g) in THF/MeOH. 1H NMR (DMSO-d6) 11.74 (bs, 1H); 9.90 (bs, 2H); 9.63 (s, 1H); 8.91 (s, 1H); 8.42 (d, 1H); 8.04 (m, 1H); 7.95 (d, 1H); 7.81 (d, 1H); 7.47 (m, 1H); 7.37-7.28 (m, 4H); 7.18 (m, 1H); 6.83 (m, 1H); 5.29 (s, 2H); 4.45 (s, 2H); 3.72-3.39 (m, 5H); 1.26 (d, 6H). Electrospray MS 609.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06933299B1 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-474f53f8d2b84fedb2807d9848fd5e09 |
| Source note | uspto-grants-2005_08 |