HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 70855695, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86713736 | HCID 86713736 | — |
| Reactant | HCID 178509024 | HCID 178509024 | — |
| Product | HCID 70855695 | HCID 70855695 | 22% |
Reaction Steps
To a solution of 8-((6-iodobenzo[d][1,3]dioxol-5-yl)thio-9H-purin-6-amine (59 mg, 0.14 mmol) in DMF (1.5 mL) was added 1-((3-bromopropyl)amino)-2-methyl-1-oxopropan-2-yl acetate (120 mg, 0.48 mmol) and Cs2CO3 (93 mg, 0.28 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 WS57 as a white solid (19 mg, 22%). 1H NMR (600 MHz, CDCl3): δ 8.23 (s, 1H), 7.90 (t, J=6.0 Hz, 1H), 7.26 (s, 1H), 6.85 (s, 1H), 5.95 (s, 2H), 5.54 (br s, 2H), 4.21 (t, J=5.9 Hz, 2H), 2.93-2.99 (m, 2H), 2.08 (s, 3H), 1.83-1.90 (m, 2H), 1.59 (s, 6H); HRMS (ESI) m/z [M+H]+ calcd. for C21H24IN6O5S, 599.0574. found 599.0579.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346808B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-0c7bd0f21d4f44bdb49ada65dcbd49aa |
| Source note | uspto-grants-2016_05 |