HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutyryl chloride → 1-Benzyl-N-(3,4-difluorobenzyl)-6-isobutyramido-2-isopropyl-1H-indole-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutyryl chloride | HCID 62325 | — |
| Reactant | 6-Amino-1-benzyl-N-(3,4-difluorobenzyl)-2-isopropyl-1H-indole-3-carboxamide | HCID 59762431 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-Benzyl-N-(3,4-difluorobenzyl)-6-isobutyramido-2-isopropyl-1H-indole-3-carboxamide | HCID 59762286 | — |
Reaction Steps
To a solution of 6-amino-1-benzyl-N-(3,4-difluorobenzyl)-2-isopropyl-1H-indole-3-carboxamide (Compound 125, 18 mg, 0.042 mmol) in CH2Cl2 (1 ml) was added i-PrCOCl (8.7 μl, 0.089 mmol) and DMAP (10 mg, 0.089 mmol). The reaction was stirred at room temperature for 2 h, diluted with EtOAc, washed with aqueous Na2CO3 and brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→50% EtOAc-hexanes) to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524917B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-692259bc8a5a41b4baef521b21644de9 |
| Source note | uspto-grants-2013_09 |