HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86682349, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dichlorobenzyl isocyanate | HCID 4612708 | — |
| Reactant | tert-butyl 1,6-diazaspiro[3.3]heptane-6-carboxylate, hemioxalate salt | HCID 56962145 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86682349 | HCID 86682349 | 131.3% |
Reaction Steps
To a solution of 6-(tert-butoxycarbonyl)-1,6-diaza-spiro[3.3]heptane oxalate (350 mg, 719 μmol) in acetonitrile (5 mL) was added 2,4-dichloro-1-(isocyanatomethyl)benzene (291 mg, 1.44 mmol) followed by triethylamine (201 μl, 1.44 mmol) and the mixture was stirred overnight. Further 2,4-dichloro-1-(isocyanatomethyl)benzene (100 mg, 0.49 mmol) was added. After 1 hour at ambient temperature, the reaction was concentrated under reduced pressure. The residue was purified by chromatography (SiO2; heptane:ethyl acetate 1:4) to give the title compound (378 mg, 65%) as a colorless foam. MS (EI) m/e: 400.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139593B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-4a362eda791e4ec3b028d3a6c62f4342 |
| Source note | uspto-grants-2015_09 |