Sodium Iodide → tert-Butyl 4-(2-(methylamino)ethyl)piperazine-1-carboxylate

Temperature

70 °C

Into a 50-mL sealed tube, was placed tert-butyl 4-(2-chloroethyl)piperazine-1-carboxylate (300 mg, 1.21 mmol, 1.00 equiv), methanamine (in ethanol) (10 mL), NaI (100 mg). The resulting solution was stirred for 12 h at 70° C. in an oil bath. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 3 mL of water. The pH value of the solution was adjusted to 7-8 with sodium bicarbonate (5%). The resulting solution was extracted with 2×5 mL of dichloromethane and the organic layers combined. The resulting mixture was washed with 1×3 mL of water and 1×3 mL of brine. The resulting mixture was concentrated under vacuum. This resulted in 180 mg (crude) of tert-butyl 4-(2-(methylamino)ethyl)piperazine-1-carboxylate as brown oil

1. customInto a 50-mL sealed tube
2. concentrationThe resulting mixture was concentrated under vacuum
3. additionThe resulting solution was diluted with 3 mL of water
4. extractionThe resulting solution was extracted with 2×5 mL of dichloromethane
5. washThe resulting mixture was washed with 1×3 mL of water and 1×3 mL of brine
6. concentrationThe resulting mixture was concentrated under vacuum
7. customThis resulted in 180 mg (crude) of tert-butyl 4-(2-(methylamino)ethyl)piperazine-1-carboxylate as brown oil

ORD record

ord-9ac81cfe024f4224a41cbe62d8a6b1d2

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08916569B2