HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 12018604, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1H-indole-6-carboxylic acid | HCID 595230 | — |
| Reactant | PyBroP | HCID 2733179 | — |
| Reactant | HCID 18373188 | HCID 18373188 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 12018604 | HCID 12018604 | 71.1% |
Reaction Steps
To a stirring solution of 2-(4-t-butylbenzoyl)amino-4-(acetylamino)aniline (40 mg, 0.12 mmol), 6-indolecarboxylic acid (40 mg, 0.24 mmol) and bromotris(pyrrolidino)phosphonium hexafluorophosphate (112 mg, 0.12 mmol) in dichloromethane (10 mL) and DMF (1 mL) was added N,N-diisopropylethylamine (42 mg, 0.36 mmol). After 3 days, the solvent was removed in vacuo and the residue was dissolved in ethyl acetate and washed once with 1 N HCl, once with satd aq sodium bicarbonate, dried with MgSO4, filtered and concentrated in vacuo. The residue was then chromatographed over silica gel, eluting with 10% methanol/dichloromethane and the product containing fractions were combined and concentrated to give 40 mg (71%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06372759B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-0ce6b21af9e04227a970a51228884150 |
| Source note | uspto-grants-2002_04 |