2-Bromoethanol → 2-(4-Methyl-1,4-diazepan-1-yl)ethanol

Temperature

100 °C

1-Methylhomopiperazine (2.00 g, 17.5 mmol) and DIPEA (3.0 mL, 18.4 mmol) were dissolved in DMF (25 mL). 2-bromethanol (1.3 mL, 18.4 mmol) was added slowly over 5 minutes. The reaction mixture was stirred at 100° C. for 2 hours and then at room temperature for 48 hours and then concentrated in vacuo. The residue was dissolved in EtOAc (−300 mL) and then washed sequentially with 1M aq Na2CO3 solution (5×200 mL), dried (MgSO4) and concentrated in vacuo to give 2-(4-methylhomopiperazin-1-yl)ethanol (2.77 g, 100%) as a brown oil which was used without further purification.

1. waitat room temperature for 48 hours
2. concentrationconcentrated in vacuo
3. dissolutionThe residue was dissolved in EtOAc (−300 mL)
4. washwashed sequentially with 1M aq Na2CO3 solution (5×200 mL)
5. dry with materialdried (MgSO4)
6. concentrationconcentrated in vacuo

ORD record

ord-003bf31b096e4a789d5e6421463e9224

Source dataset

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08093248B2