HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester | HCID 69453037 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid | HCID 69449731 | 98% |
Reaction Steps
A solution of 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester (69 mg, 0.17 mmol), sodium hydroxide (21 mg, 0.52 mmol), methanol (3 mL), water (1 mL) and THF (3 mL) was heated to 60° C. for 24 hr. The reaction solution was then cooled to room temperature and concentrated in vacuo. The remaining residue was diluted with ethyl acetate (20 mL) and washed with 1N HCl (20 mL). The organic layer was dried over MgSO4, filtered and concentrated to provide 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid (64 mg, 98% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08900565B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-7d57691e8f6b4d8ca9c8631a0e278a01 |
| Source note | uspto-grants-2014_12 |