HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 70855604, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 10513201 | HCID 10513201 | — |
| Reactant | HCID 178509024 | HCID 178509024 | — |
| Product | HCID 70855604 | HCID 70855604 | 18% |
Reaction Steps
To a solution of 8-((6-iodobenzo[d][1,3]dioxol-5-yl)thio-9H-purin-6-amine (74 mg, 0.18 mmol) in DMF (2 mL) was added N-(3-bromopropyl)pivalamide (80 mg, 0.36 mmol) and Cs2CO3 (117 mg, 0.36 mmol). The resulting mixture was stirred at room temperature overnight. The reaction mixture was condensed under vacuum and the residue was purified by Prep TLC (CH2Cl2:NH3-MeOH (7N), 20:1) to yield WS45 as a white solid (18 mg, 18%). 1H NMR (500 MHz, CDCl3): δ 8.23 (s, 1H), 7.45 (br s, 1H), 7.19 (s, 1H), 6.88 (s, 1H), 5.93 (s, 2H), 5.69 (br s, 2H), 4.20 (t, J=6.1 Hz, 2H), 3.00 (m, 2H), 1.80 (m, 2H), 1.21 (s, 9H); HRMS (ESI) m/z [M+H]+ calcd. for C20H24IN6O3S, 555.0675. found 555.0681.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346808B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-0a0656a04a5c432180cac552f188c66b |
| Source note | uspto-grants-2016_05 |