Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | L-Prolinamide | HCID 111306 | — |
| Reactant | 2-(4-(4-Benzyloxy-phenylamino)-quinazolin-6-yl)-3-methyl-3H-imidazole-4-carbaldehyde | HCID 22609820 | — |
| Reactant | Sodiumacetoxyborohydride | HCID 23670382 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53822612 | HCID 53822612 | — |
Reaction Steps
2-(4-(4-Benzyloxy-phenylamino)-quinazolin-6-yl)-3-methyl-3H-imidazole-4-carbaldehyde was dissolved in dichloromethane (5 ml) containing glacial acetic acid (0.03 ml). L-prolinamide (0.028 g) was added and the mixture stirred at 20° C. for 0.75 hours. Sodium acetoxyborohydride (0.08 g) was added and the reaction stirred at 20° C. for 18 hours. The mixture was partitioned between 2N sodium carbonate and ethyl acetate, the organic phase was dried over magnesium sulphate and concentrated in vacuo. Chromatography on silica gave the title compound (0.008 g) as a yellow solid; tlc (SiO2, CH2Cl2:EtOH:NH3, 100:8:1) Rf 0.18; m/z (M+1)30 534.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06391874B1 |
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| Source dataset | uspto-grants-2002_05 |
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| ORD ID | ord-dffb2dca9a4b403ebef0f4bda025b15f |
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| Source note | uspto-grants-2002_05 |
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