HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → HCID 24884474, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 2-chloro-N-methylacetamide | HCID 66773 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 68540091 | HCID 68540091 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 24884474 | HCID 24884474 | 93.9% |
Reaction Steps
A mixture of (S)-7-chloro-3-[5-(3-hydroxymethylpiperazin-1-ylmethyl)-[1,2,4]-oxadiazol-3-yl]-1-[(tetrahydropyran-4-yl)methyl]-1H-indole (22 mg, 0.049 mmol), N-methyl-2-chloroacetamide (11 mg, 0.098 mmol), N,N-diisopropylethylamine (19 mg, 0.15 mmol) and sodium iodide (7 mg, 0.049 mmol) in dimethylformamide (2.0 ml) was subjected to microwave irradiation at 160° C. for 5 minutes. The mixture was filtered through a 5 g Strata™ SCX giga tube, eluting with dichloromethane, methanol and then 2 M ammonia in methanol, and purified by flash column chromatography eluting with ethyl acetate to 33% (v/v) methanol in ethyl acetate to afford the title compound (23.9 mg, 0.046 mmol). EsIMS: m/z 539.8, 517.5 [M+H]+, 503.1, 200.6.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07655645B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-7ae1f8c9083a496ca2ab70dbcb7746de |
| Source note | uspto-grants-2010_02 |