4-aminobutanamide

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 3.9 g (12.65 mmols) of L-pyroglutamic acid 2,4,5-trichlorophenyl ester were added to a solution of 1.76 g (12.9 mmols) 4-amino butyric acid amide and 1.72 g (12.75 mmols) of 1-hydroxybenzotriazole and 1.65 ml of N-ethylmorpholine in 40 ml of dimethyl formamide. The solution was allowed to stand for 1 hour at room temperature. It was concentrated and triturated with ether. The substance was suction-filtered and chromatographed in methanol/water (1:1) through Serdolit Blau. The eluate was concentrated and the residue was triturated with ether and suction-filtered. It was concentrated triturated with ether The substance was suction-filtered chromatographed in methanol/water (1:1) through Serdolit Blau The eluate was concentrated the residue was triturated with ether suction-filtered

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 3.9 g (12.65 mmols) of L-pyroglutamic acid 2,4,5-trichlorophenyl ester were added to a solution of 1.76 g (12.9 mmols) 4-amino butyric acid amide and 1.72 g (12.75 mmols) of 1-hydroxybenzotriazole and 1.65 ml of N-ethylmorpholine in 40 ml of dimethyl formamide. The solution was allowed to stand for 1 hour at room temperature. It was concentrated and triturated with ether. The substance was suction-filtered and chromatographed in methanol/water (1:1) through Serdolit Blau. The eluate was concentrated and the residue was triturated with ether and suction-filtered. It was concentrated triturated with ether The substance was suction-filtered chromatographed in methanol/water (1:1) through Serdolit Blau The eluate was concentrated the residue was triturated with ether suction-filtered

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 4-chloro-2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine (0.032 g, 0.12 mmol), 4-aminobutanamide (0.061 g, 0.60 mmol), and N,N-diisopropylethylamine (0.031 g, 0.24 mmol) in NMP (3 mL) was heated at 90° C. overnight. After this time, the reaction mixture was cooled, diluted water, and extracted with ethyl acetate. The combined organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to afford the title compound (0.019 g, 61%) as a white solid. MW=330.81. 1H NMR (DMSO-d6, 500 MHz) δ 8.31-8.26 (m, 2H), 7.51-7.46 (m, 2H), 7.27 (s, 1H), 7.03 (t, J=5.5 Hz, 1H), 6.73 (s, 1H), 3.48 (q, J=6.7 Hz, 2H), 2.81 (t, J=7.6 Hz, 2H), 2.68 (t, J=7.3 Hz, 2H), 2.16 (t, J=7.6 Hz, 2H), 2.03 (quin, J=7.6 Hz, 2H), 1.84 (quin, J=7.3 Hz, 2H); APCI MS m/z 331 [M+H]+. After this time, the reaction mixture was cooled diluted water, and extracted with ethyl acetate The combined organic layer was dried over anhydrous sodium sulfate filtered the filtrate was concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 3.9 g (12.65 mmols) of L-pyroglutamic acid 2,4,5-trichlorophenyl ester were added to a solution of 1.76 g (12.9 mmols) 4-amino butyric acid amide and 1.72 g (12.75 mmols) of 1-hydroxybenzotriazole and 1.65 ml of N-ethylmorpholine in 40 ml of dimethyl formamide. The solution was allowed to stand for 1 hour at room temperature. It was concentrated and triturated with ether. The substance was suction-filtered and chromatographed in methanol/water (1:1) through Serdolit Blau. The eluate was concentrated and the residue was triturated with ether and suction-filtered. It was concentrated triturated with ether The substance was suction-filtered chromatographed in methanol/water (1:1) through Serdolit Blau The eluate was concentrated the residue was triturated with ether suction-filtered