HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 2-(2-(3-hydroxyphenyl)-6-morpholino-9H-purin-9-yl)-N-methylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | 4-(2-chloro-9H-purin-6-yl)morpholine | HCID 3274603 | — |
| Reactant | [2-Tert-butyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl] carbonate | HCID 53421896 | — |
| Reactant | Methyl 2-(2-chloro-6-morpholino-9H-purin-9-yl)acetate | HCID 58015228 | — |
| Reactant | 2-(2-(3-hydroxyphenyl)-6-morpholino-9H-purin-9-yl)acetic acid | HCID 66909814 | — |
| Product | 2-(2-(3-hydroxyphenyl)-6-morpholino-9H-purin-9-yl)-N-methylacetamide | HCID 44543988 | 10.8% |
Reaction Steps
4-(2-Chloro-9H-purin-6-yl)morpholine (75 mg) was reacted with methyl 2-bromoacetate via General Procedure C. Methyl 2-(2-chloro-6-morpholino-9H-purin-9-yl)acetate was reacted with 150 mg tert-butyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl carbonate via General Procedure A. Crude 2-(2-(3-hydroxyphenyl)-6-morpholino-9H-purin-9-yl)acetic acid (50 mg) was reacted with methylamine via General Procedure F and purified via reverse phase HPLC to give 5.6 mg of 140 as a white solid. MS (Q1) 369.2 (M)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445487B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-c83f1190af2a45ef85330bb708724d27 |
| Source note | uspto-grants-2013_05 |