Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2-Chloroethyl chloroformate | HCID 12305 | — |
| Reactant | HCID 22997487 | HCID 22997487 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 22997489 | HCID 22997489 | — |
Reaction Steps
A solution of 3-[(1-benzyl-1,2,3,6-tetrahydro-3-pyridinyl)methyl]-5-fluoro-1H-indole (500 mg, 1.57 mmol) in dichloroethane is treated with chloroethylchloro-formate (0.51 mL, 4.7 mmol), stirred at 80° C. for 4.5 hr, cooled and concentrated in vacuo to give a residue. The residue is treated with methanol, heated at reflux temperature overnight, cooled and concentrated in vacuo. The resultant residue is purified by column chromatography (10% MeOH/CH2Cl2+NH4OH) to give the title compound as a pale yellow solid, 240 mg (66%) mp 145° C. (dec.), identified by NMR and mass spectral analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06613781B2 |
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| Source dataset | uspto-grants-2003_09 |
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| ORD ID | ord-a8cd8c9e8cab4c278d71fd7d7cbc4f4b |
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| Source note | uspto-grants-2003_09 |
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