Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | HCID 71285040 | HCID 71285040 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 71284263 | HCID 71284263 | 71.1% |
Reaction Steps
To a solution of methyl 2,4-bis(benzyloxy)-5-ethyl-6-(1-methyl-1H-indol-5-yl)nicotinate (131 mg, 0.26 mmol), prepared in Example 359, step 1, in MeCN (2 mL) was added NCS (35 mg, 0.26 mmol) at 0° C. The reaction was stirred at 0° C. for 1 h before it was allowed to warm to room temperature. The reaction progress was monitored by LC-MS. Upon completion, the reaction was quenched with water then extracted by CH2Cl2 (3×20 mL). The solvent was removed to give the crude product which was purified by flash column chromatography (0-10% EtOAc in hexanes) to afford the desired product (100 mg, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09409905B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-47e20a2ea4bd45ca9e5902c4bb71bc27 |
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| Source note | uspto-grants-2016_08 |
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