Diisopropylethylamine → HCID 69419383, compound

A solution of [2-(4-amino-phenyl)-indan-2-yl]-acetic acid ethyl ester (0.158 g, Reference Example 10) in dimethylformamide (2 mL) was treated with a solution of [3-methoxy-4-(3-o-tolyl-ureido)-phenyl]-acetic acid (0.169 g) in dimethylformamide (2 mL) which had been treated with diisopropylethylamine (1.3 mL) and a solution of O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (0.223 g) in dimethylformamide (2 mL). After stirring at room temperature for 2 hours the reaction mixture was evaporated and the residue was partitioned between ethyl acetate (30 mL) and hydrochloric acid (30 mL, 0.5N). The organic phase was washed with hydrochloric acid (30 mL, 0.5N), then with saturated sodium hydrogen carbonate solution (30 mL), then dried over magnesium sulfate and then evaporated. The residual beige coloured solid was subjected to chromatography on silica eluting with a mixture of ethyl acetate and cyclohexane (2:1, v/v) to give the title compound (0.06 g).

1. customwas evaporated
2. customthe residue was partitioned between ethyl acetate (30 mL) and hydrochloric acid (30 mL, 0.5N)
3. washThe organic phase was washed with hydrochloric acid (30 mL, 0.5N)
4. dry with materialwith saturated sodium hydrogen carbonate solution (30 mL), then dried over magnesium sulfate
5. customevaporated
6. additionwas subjected to chromatography on silica eluting with a mixture of ethyl acetate and cyclohexane (2:1

ORD record

ord-b0119a1b56204874adefe6de50e8ead5

Source dataset

uspto-grants-2007_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07166616B2