HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Acetoxy-2-bromoethane → 3-(2-(2-aminopyrimidin-5-yl)-8-(2-hydroxypropan-2-yl)-6-morpholino-9H-purin-9-yl)propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Acetoxy-2-bromoethane | HCID 13564 | — |
| Reactant | (2-Aminopyrimidin-5-yl)boronic acid | HCID 17750211 | — |
| Reactant | 2-(2-Chloro-8-(2-hydroxypropan-2-yl)-6-morpholino-9H-purin-9-yl)ethyl acetate | HCID 58015224 | — |
| Reactant | HCID 178458928 | HCID 178458928 | — |
| Product | 3-(2-(2-aminopyrimidin-5-yl)-8-(2-hydroxypropan-2-yl)-6-morpholino-9H-purin-9-yl)propan-1-ol | HCID 44545042 | — |
Reaction Steps
100 mg of 2-(2-chloro-6-morpholino-9H-purin-8-yl)propan-2-ol was treated with 2-bromoethyl acetate via General Procedure C. Crude intermediate 2-(2-chloro-8-(2-hydroxypropan-2-yl)-6-morpholino-9H-purin-9-yl)ethyl acetate was treated with 2-aminopyrimidine-5-boronic acid, pinacol ester via General Procedure A and was purified via reverse phase HPLC to give 54 mg of 106 as a white solid. MS (Q1) 401.2 (M)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445487B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-f0a45f0abf434fc8b969f7586525e5cc |
| Source note | uspto-grants-2013_05 |