HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloro-N,N-2-trimethylpropenylamine → 1-(Tert-butoxycarbonyl)indolin-3(R,S)-carboxylic acid (N-methyl)amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloro-N,N-2-trimethylpropenylamine | HCID 640792 | — |
| Reactant | 1-((tert-butoxy)carbonyl)-2,3-dihydro-1H-indole-3-carboxylic acid | HCID 19697750 | — |
| Catalyst | Triethylamine | HCID 8471 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Catalyst | Methylamine hydrochloride | HCID 6364545 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(Tert-butoxycarbonyl)indolin-3(R,S)-carboxylic acid (N-methyl)amide | HCID 76634804 | — |
Reaction Steps
0.35 ml of 1-chloro-N,N,2-trimethylpropenylamine is added to a solution of 0.59 g of 1-(tert-butoxycarbonyl)indoline-3(R,S)carboxylic acid in methylene chloride at 0° C. After 30 min, 0.93 ml of triethylamine, 0.23 g of methylamine hydrochloride and 4-DMAP, as a catalyst, are added and the mixture is stirred at room temperature for 3 h. The reaction mixture is then chromatographed directly over 80 g of silica gel (mobile phase J). This gives the title compound: Rf (P)=0.65.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05719141 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-ea1d404c13e04bc2804af8a8251d17f4 |
| Source note | uspto-grants-1998_02 |