Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 66898628 | HCID 66898628 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86672696 | HCID 86672696 | 89.6% |
Reaction Steps
To a stirred solution of methyl 5-chloro-1-(2,2-dimethoxyethyl)-3-methyl-1H-indole-7-carboxylate (909 mg, 2.9 mmol) from Step C above in THF (20 ml) was added 2N HCl (20 ml). The mixture was heated to 60° C. for 4 h. The solvent was evaporated and the residue purified by column chromatography (silica gel, 70:30 hexanes/ethyl acetate) to afford methyl 5-chloro-3-methyl-1-(2-oxoethyl)-1H-indole-7-carboxylate (690 mg, 89%) as a yellow solid: MS (ESI+) m/z 266 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09045501B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-a8efb98aa8084568ac0ab66f7101e369 |
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| Source note | uspto-grants-2015_06 |
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