HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 59451929, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | (3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine | HCID 1514397 | — |
| Reactant | HCID 59451916 | HCID 59451916 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59451929 | HCID 59451929 | — |
Reaction Steps
To a solution of 5-{[(1-adamantylmethyl)amino]carbonyl}imidazo[1,2-a]pyridine-2-carboxylic acid (25 mg, 0.071 mmol) in DMF (2 mL) is sequentially added 0.05 mL of DIEA, 15.8 mg of tert-butyl (3R)-pyrrolidin-3-ylcarbamate (0.085 mmol) and 37.6 mg of BOP (0.085 mmol). After stirring for 2 h at RT, the reaction mixture is diluted with EtOAc and water. The organic layer is separated, and the aqueous layer is back extracted with EtOAc. The combined organic layers are washed with water and brine, dried over sodium sulfate, and concentrated. Purification of the residue by PTLC (8% MeOH, 1% NH4OH in DCM) affords the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431593B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-402be0b14637459688677ba0779069b8 |
| Source note | uspto-grants-2013_04 |