Réaction #69731

Équation de réaction

2-(2,4-bis-benzyloxy-5-isopropyl-benzoyl)-2,3-dihydro-1H-isoindole-5-carbaldehyde

n-methyl piperazine

AcOH

NaBH(OAc)3

→

(2,4-bis-benzyloxy-5-isopropyl-phenyl)-[5-(4-methyl-piperazin-1-ylmethyl)-1,3-dihydro-isoindol-2-yl]-methanone

Rendement 86.1%

Solvants

CH2Cl2

Conditions de réaction

Traitement

1. 1
   AutreThe reaction was quenched with water, layers
2. 2
   Autreseparated
3. 3
   Lavageaqueous washed CH2Cl2
4. 4
   Lavagewashed with brine
5. 5
   Séchagedried (MgSO4)
6. 6
   Filtrationfiltered
7. 7
   Autreevaporated

Mode opératoire

To a solution of 2-(2,4-bis-benzyloxy-5-isopropyl-benzoyl)-2,3-dihydro-1H-isoindole-5-carbaldehyde (0.316 g, 0.63 mmol) and n-methyl piperazine (63 mg, 0.63 mmol) in CH2Cl2 (10 ml) was added AcOH (38 mgs 0.63 mmol) and NaBH(OAc)3 (0.28 g, 1.33 mmol), then stirred at ambient for 5 hours. The reaction was quenched with water, layers separated and aqueous washed CH2Cl2. The organics were combined, washed with brine, dried (MgSO4), filtered and evaporated to give 0.32 g of (2,4-bis-benzyloxy-5-isopropyl-phenyl)-[5-(4-methyl-piperazin-1-ylmethyl)-1,3-dihydro-isoindol-2-yl]-methanone. MS: [M+H]+ 588.

Source