Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 52919528 | HCID 52919528 | — |
| Product | HCID 68227263 | HCID 68227263 | — |
Reaction Steps
188 mg of ethyl 2-[2-amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]acetate are suspended in 1 ml of DMF, and 60 μl of 1,4-dibromobutane are added. 80 mg of sodium hydride are subsequently added with ice-cooling, and the mixture is stirred with cooling for a further 30 min. After 1 h at 23° C., the mixture is re-cooled, and a further 10 mg of sodium hydride are added to the mixture. The mixture is stirred at 23° C. for a further 30 min, 1 ml of 2N sodium hydroxide solution is added, and the mixture is stirred at 70° C. for 12 h. After cooling to 23° C., the mixture is acidified by dropwise addition of 1N hydrochloric acid, with a yellow precipitate forming. This is filtered off, washed with water and dried at 50° C. for 12 h.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08906930B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-516e0415e4c04692bf0011aef6d73e42 |
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| Source note | uspto-grants-2014_12 |
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