873779-30-7

873779-30-7 - Names and Identifiers

Name	5-BROMO-1,2-DIHYDRO-2-OXO-SPIRO[3H-INDOLE-3,4'-PIPERIDINE]-1'-CARBOXYLIC ACID 1,1-DIMETHYLETHYL ESTER
Synonyms	1'-Boc-5-bromo-2-oxospiro[indoline-3,4'-piperidine 1'-BOC-5-BROMO-1,2-DIHYDRO-2-OXO-SPIRO[3H-INDOLE-3,4'-PIPERIDINE] 1'-Boc-5-BroMo-1,2-dihydro-2-oxo-spiro[3H-indole-3,4'-piperidine] tert-Butyl 5-broMo-2-oxospiro[indoline-3,4'-piperidine]-1'-carboxylate tert-butyl 5-bromo-2-oxospiro[1H-indole-3,4'-piperidine]-1'-carboxylate tert-Butyl 5-bromo-2-oxospiro[3H-indoline-3,4'-piperidine]-1'-carboxylate tert-Butyl 5-bromo-2-oxo-1,2-dihydrospiro[indole-3,4'-piperidine]-1'-carboxylate 5-BROMO-1,2-DIHYDRO-2-OXO-SPIRO[3H-INDOLE-3,4'-PIPERIDINE]-1'-CARBOXYLIC ACID 1,1-DIMETHYLETHYL ESTER Spiro[3H-indole-3,4'-piperidine]-1'-carboxylic acid, 5-bromo-1,2-dihydro-2-oxo-, 1,1-dimethylethyl ester
CAS	873779-30-7

873779-30-7 - Physico-chemical Properties

Molecular Formula	C17H21BrN2O3
Molar Mass	381.26
Storage Condition	Sealed in dry,Room Temperature

873779-30-7 - Reference Information

Use

1-boc-5-bromo-1, 2-dihydro-2-oxo-spiro [3h-indole-3, 4-piperidine] can be used as an intermediate in organic synthesis, it can be prepared by reacting 5-bromo-indolin-2-one with tert-butyl bis (2-chloroethyl) carbamate; It can also be used as the reaction raw material, prepared by reacting with N-BOC-bis (2-chloroethyl) amine and further reacting with N-bromosuccinimide.

preparation

5-bromo-indolin-2-one (1.272g,6mmol) suspended in THF(15ml) and cooled to -78 °c, a 1m solution of NaN(SiMe3)2 in THF (30ml, 30mmol) was added dropwise with stirring. After the addition was complete, the mixture was stirred at -78 °c for 30 minutes and then tert-butyl bis (2-chloroethyl) carbamate (6mmol) was added. After completion of the addition, stirring was continued for 30 minutes and then allowed to warm to room temperature for two days. TLC showed the reaction to be complete and to the pink suspension was carefully added 4M aqueous hydrochloric acid (10ml), then adjusted to pH ~ 9 with concentrated aqueous ammonia and extracted with DCM (3 x 80ml). The crude product obtained by combining the organic phases, drying (Na2SO4) and concentrating was purified by silica gel column chromatography (7m NH3 in methanol/DCM:5/95) to give the target product 1-boc-5-bromo-1, 2-dihydro-2-oxo-spiro [3h-indole-3, 4-piperidine], yield 75%.

Last Update：2024-04-09 02:00:02