HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (R)-3-[(6-methyl-imidazo[2,1-b]thiazole-5-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Methylimidazo[2,1-B][1,3]thiazole-5-carboxylic acid | HCID 329979 | — |
| Reactant | tert-butyl (3R)-3-aminopiperidine-1-carboxylate | HCID 1501974 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | (R)-3-[(6-methyl-imidazo[2,1-b]thiazole-5-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester | HCID 66639536 | 101% |
Reaction Steps
A mixture of (R)-3-amino-1-N-Boc-piperidine (800 mg), 6-methyl-imidazo[2,1-b]thiazole-5-carboxylic acid (801.5 mg), PyBOP (2.08 g), DIEA (1.57 mL) in dry DMF (10 mL) was stirred at RT under nitrogen for 20 h. The reaction mixture was diluted with EA, washed with water. The aqueous phase was extracted twice with EA, the combined organic extracts were washed with brine, dried (MgSO4), filtered and concentrated to yield a crude light brown oil. FC (EA/n-heptane: 1/1 to EA) gave 1.47 g (100%) of the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08133901B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-b882a0954af241758a0608287c0273ca |
| Source note | uspto-grants-2012_03 |