HCID 57514177, Verbindung → 2-(3-bromophenyl)-N1-methylpropan-1,2-diamine

tert-Butyl 2-(3-bromophenyl)-1-(methylamino)propan-2-ylcarbamate (CD3; R1=Me, R4=Me) (0.62 g, 1.8 mmol) was dissolved in 25% TFA in DCM (25 mL) and the mixture was left stirring at RT for 1 h. The mixture was concentrated in vacuo and the residue was redissolved in CHCl3 (20 mL). The solution was washed with 15% NaOH (10 mL) and the aqueous layer was extracted with CHCl3 (3×10 mL). The combined organic layer was dried over MgSO4 and concentrated in vacuo to give 0.33 g (76%) of crude 2-(3-bromophenyl)-N1-methylpropan-1,2-diamine as a colorless oil. 1H NMR (CDCl3) δ 7.65 (t, J=1.7 Hz, 1H), 7.41-7.34 (m, 2H), 7.21 (t, J=7.8 Hz, 1H), 2.86 (dd, J=11.7, 0.6 Hz, 1H), 2.64 (dd, J=11.7, 0.6 Hz, 1H), 2.38 (s, 3H), 1.54 (bs, 3H), 1.43 (s, 9H). MS (ESI) m/e 242.9 (M+H)+. The compound was used in the next step without further purification.

1. waitthe mixture was left
2. concentrationThe mixture was concentrated in vacuo
3. dissolutionthe residue was redissolved in CHCl3 (20 mL)
4. washThe solution was washed with 15% NaOH (10 mL)
5. extractionthe aqueous layer was extracted with CHCl3 (3×10 mL)
6. dry with materialThe combined organic layer was dried over MgSO4
7. concentrationconcentrated in vacuo

ORD-Eintrag

ord-5c6a8e260b6f4c5cb6d3436336d81f6c

Quelldatensatz

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07973067B2