반응 #157489

반응 방정식

NaBH(OAc)3

2,3-dihydro-1H-inden-2-amine

(3,5-difluoro-4-formylphenyl)boronic acid

acetic acid

→

{4-[(2,3-dihydro-1H-inden-2-ylamino)methyl]-3,5-difluorophenyl}boronic acid

용매

EtOAc

THF

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture stirred at room temperature for 16 hr
2. 2
   세척then washed with satd Na2CO3
3. 3
   여과The combined layers were filtered
4. 4
   세척the filter cake washed with H2O and EtOAc

실험 절차

A mixture of 2,3-dihydro-1H-inden-2-amine (0.780 mL, 5.99 mmol), (3,5-difluoro-4-formylphenyl)boronic acid (1.0 g, 5.99 mmol) and acetic acid (0.710 mL, 12.0 mmol) in THF (12 mL) was stirred at room temperature for 1 hr. To the solution was added NaBH(OAc)3 (3.81 g, 18.0 mmol) and the mixture stirred at room temperature for 16 hr. The mixture was diluted with EtOAc then washed with satd Na2CO3. The combined layers were filtered and the filter cake washed with H2O and EtOAc to give {4-[(2,3-dihydro-1H-inden-2-ylamino)methyl]-3,5-difluorophenyl}boronic acid as a beige glass. LC/MS (method A) tR 0.48 min; m/z 304 (M+H).

출처