HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetoxyacetyl chloride → 5-(3-(azetidin-1-yl)-3-oxopropyl)-1'-(2-hydroxyacetyl)-N-(5-methoxythiazol-2-yl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetoxyacetyl chloride | HCID 26297 | — |
| Reactant | Azetidine hydrochloride | HCID 12308726 | — |
| Reactant | 5-Methoxy-1,3-thiazol-2-amine | HCID 20316283 | — |
| Reactant | 1-(2-(Trimethylsilyl)ethyl) 1'-tert-butyl 5-(3-ethoxy-3-oxopropyl)spiro[indoline-3,3'-pyrrolidine]-1,1'-dicarboxylate | HCID 90449764 | — |
| Product | 5-(3-(azetidin-1-yl)-3-oxopropyl)-1'-(2-hydroxyacetyl)-N-(5-methoxythiazol-2-yl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide | HCID 89520515 | — |
Reaction Steps
The captioned compound was obtained in the form of a white solid by performing the same reactions and/or treatments as those in Step 5 of Example 383, and Examples 1, 2, 3, 29, and 85, with the exceptions that the 1-(2-(trimethylsilyl)ethyl) 1′-tert-butyl 5-(3-ethoxy-3-oxopropyl)spiro[indoline-3,3′-pyrrolidine]-1,1′-dicarboxylate obtained in Step 1 of Example 412 was used instead of 1-(2-(trimethylsilyl)ethyl) 1′-tert-butyl 5-(methylsulfonyl)spiro[indoline-3,3′-pyrrolidine]-1,1′-dicarboxylate, that 2-amino-5-methoxythiazole was used instead of 2-amino-5-chlorothiazole hydrochloride, that acetoxyacetyl chloride was used instead of acetyl chloride, and that azetidine hydrochloride was used instead of dimethylamine hydrochloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921576B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-82571852eb3948f28964317bbab5dc53 |
| Source note | uspto-grants-2014_12 |