Hydrochloric Acid → Ammonia

Hydrochloric acid (10.0 ml of a 2M solution in diethyl ether) was added in one portion to a stirred solution of di-tert-butyl[10-{4-(benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}dec-9-en-1-yl]imidodicarbonate (Preparation 2, 450 mg, 0.59 mmol) at room temperature in dichloromethane (5 ml) under a nitrogen atmosphere. The reaction was stirred for 2 hours and the solvent removed in vacuo, the residue was dissolved in ethyl acetate (30 ml) and saturated aqueous sodium hydrogen carbonate (20 ml). The organics were separated, washed with water (10 ml), dried (magnesium sulphate) and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (90/10/1.0 by volume) to furnish the title compound as a glass, 180 mg.

1. customthe solvent removed in vacuo
2. dissolutionthe residue was dissolved in ethyl acetate (30 ml)
3. customThe organics were separated
4. washwashed with water (10 ml)
5. dry with materialdried (magnesium sulphate)
6. customthe solvent removed in vacuo
7. customThe residue was purified by column chromatography on silica gel eluting with dichloromethane

ORD record

ord-bab627d9c06a461db6dd318f8dc6bead

Source dataset

uspto-grants-2009_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07612084B2