HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2,3-dihydro-3-[[(methylamino)carbonyl]amino]spiro[1H-indene-1,4'-piperidine]-1'-carboxylic acid 1,1-dimethylethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | Tert-butyl 3-amino-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate | HCID 18476131 | — |
| Reactant | Dichloromethane ethylacetate | HCID 21226138 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,3-dihydro-3-[[(methylamino)carbonyl]amino]spiro[1H-indene-1,4'-piperidine]-1'-carboxylic acid 1,1-dimethylethyl ester | HCID 53827850 | 65.9% |
Reaction Steps
To a mixture of the intermediate obtained in Step A (263 mg, 0.865 mmol) and triethylamine (0.145 ml, 1.03 mmol) in methylene chloride was added methylisocyanate (0.061 ml, 1.03 mmol). The reaction mixture was stirred overnight and then applied to a flash chromatography column. Flash chromatography (silica gel, methylene chloride/ethyl acetate 1:1) provided the title compound (206 mg, 0.57 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05578593 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-febc325daf0c42969e40fec289a2b4d6 |
| Source note | uspto-grants-1996_11 |