HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-Chloro-9-methyl-6-(4-morpholinyl)-9H-purine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 4-(2-chloro-9H-purin-6-yl)morpholine | HCID 3274603 | — |
| Product | 2-Chloro-9-methyl-6-(4-morpholinyl)-9H-purine | HCID 71500687 | — |
Reaction Steps
4-(2-Chloro-9H-purin-6-yl)morpholine (510 mg) was reacted with methyl iodide via General Procedure C to give 4-(2-chloro-9-methyl-9H-purin-6-yl)morpholine. 4-(2-Chloro-9-methyl-9H-purin-6-yl)morpholine (100 mg) was cooled in 1.5 mL of anhydrous THF to −78° C. before adding 2 eq of a 2.5 M solution of n-butyl lithium. The reaction was stirred for 1 hour at −78° C. upon which 3 eq of DMF were added. The reaction was subsequently warmed to 0° C. after 30 minutes. The reaction was quenched into a cold 0.25 M aqueous solution of HCl and the orange solid was filtered, collected and dried to give 48 mg crude intermediate 2-chloro-9-methyl-6-morpholino-9H-purine-8-carbaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445487B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-0b54810c235f4ef5a43c5577d652f1e3 |
| Source note | uspto-grants-2013_05 |