Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N-(2-Aminoethyl)methanesulfonamide | HCID 533845 | — |
| Reactant | 5-(4-(4-Benzyloxy-phenylamino)-quinazolin-6-yl)-furan-2-carbaldehyde hydrochloride | HCID 21952306 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22462197 | HCID 22462197 | 156% |
Reaction Steps
In an analogous manner to Example 10, 5-(4-(4-Benzyloxy-phenylamino)-quinazolin-6-yl)-furan-2-carbaldehyde hydrochloride (0.200 g, 0.436 mmol) was reacted with 2-(methanesulphonamido)ethylamine (0.350 g, 2.53 mmol). On completion of the reaction the mixture was acidified with dilute HCl and diluted with water, but no solid was formed. The mixture was concentrated in vacuo, and the residue was washed with acetone, 2N HCl and acetone again, and dried at 60° C. in vacuo to give the title compound as a yellow solid (0.210 g, 0.340 mmol, 78%); δH [2H6]DMSO 12.01 (1H, s), 9.82 (1H, br s), 9.77 (1H, s), 8.88 (1H, s), 8.40 (1H, d), 8.02 (1H, d), 7.76 (2H, d), 7.31-7.53 (6H, m), 7.14 (2H, d), 6.84 (1H, d), 5.18 (2H, s), 4.40 (2H, s), 3.34-3.48 (2H, m), 3.08-3.18 (2H, m), 2.96 (3H, s); m/z (M+1+) 544.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06828320B2 |
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| Source dataset | uspto-grants-2004_12 |
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| ORD ID | ord-84718c0596c2443a9c03a07a9eebd84b |
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| Source note | uspto-grants-2004_12 |
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