HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen chloride-ethyl acetate → 1'-(2-aminoacetyl)-5-bromo-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Reactant | t-Butyl (2-(5-bromo-1-((5-chlorothiazol-2-yl)carbamoyl)spiro[indoline-3,3'-pyrrolidin]-1'-yl)-2-oxoethyl)carbamate | HCID 117650996 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1'-(2-aminoacetyl)-5-bromo-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide | HCID 71523046 | — |
Reaction Steps
The t-butyl (2-(5-bromo-1-((5-chlorothiazol-2-yl)carbamoyl)spiro[indoline-3,3′-pyrrolidin]-1′-yl)-2-oxoethyl)carbamate (18 mg, 0.032 mmol) obtained in Example 19 was dissolved in ethyl acetate (0.5 mL). Thereafter, a 4 N solution of HCl/ethyl acetate (200 μL, 0.800 mmol) was added to the above obtained solution at room temperature, and the obtained mixture was then stirred for 7 hours. Thereafter, the reaction solution was neutralized, was then filtered, and was then concentrated in vacuo. The obtained residue was purified by silica gel column chromatography (chloroform:ammonia-methanol=10:1) to obtain the captioned compound in the form of a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921576B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-dd284ec5fc174aeebb2d3abd258eb435 |
| Source note | uspto-grants-2014_12 |