HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 57901795, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 57901606 | HCID 57901606 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57901795 | HCID 57901795 | 91.1% |
Reaction Steps
Lithium hydroxide (0.196 g, 8.18 mmol) was added to a solution of ethyl 7-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1H-indole-2-carboxylate (0.249 g, 0.818 mmol) in THF:MeOH:water/3:1:1 (5 mL). The mixture was stirred at RT overnight. The solvent was evaporated and the residue was dissolved in water, acidified with 6N aqueous HCl, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated to give the title compound (0.206 g, 90%) as a white solid. 1H NMR (400 MHz, CDCl3) δ ppm 11.36 (s, 1H), 9.29 (s, 1H), 7.28-7.53 (m, 2H), 7.14-7.28 (m, 2H), 6.97-7.13 (m, 1H), 1.41-1.80 (m, 9H). MS m/z 277 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304419B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-baa5c9b10c744eae9f3906e0a0b2d336 |
| Source note | uspto-grants-2012_11 |