methyl 4-aminobutanoate

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:25.01; pressure:100.03; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: A mixture of 6.85 g (13.4.10-3 mol) of N-[[3-[(2,4-dimethylquinolin-8-yl)oxymethyl]-2,4-dichlorophenyl]sulfonyl]-L-proline, 2.01 g (14.7.10-3 mol) of HOAT and 2.83 g (14.7.10-3 mol) of EDCI in 50 ml of dimethylformamide is prepared. After stirring for 15 min at room temperature, this mixture is added dropwise to a solution of 2.06 g of methyl 4-aminobutyrate (in the form of the hydrochloride) in 35 ml of dimethylformamide and 1.48 ml (13.4.10-3 mol) of N-methylmorpholine. The reaction mixture is stirred for 20 hours at room temperature and 500 ml of dichloromethane are then added, followed by 300 ml of water. After decantation, the organic phase is washed twice with water again, dried over sodium sulfate and then concentrated under reduced pressure. The crude product obtained is purified by chromatography on silica gel using a cyclohexane/ethyl acetate mixture (3/7; v/v) as the eluent to give 5.3 g of the expected product in the form of yellow crystals (yield=64.5%). is prepared The reaction mixture is stirred for 20 hours at room temperature After decantation, the organic phase is washed twice with water again dried over sodium sulfate concentrated under reduced pressure The crude product obtained is purified by chromatography on silica gel using a cyclohexane/ethyl acetate mixture (3/7; v/v) as the eluent

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

Procedure: The title compound was prepared in analogy to Example 1, from 2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzoic acid (Example 29, intermediate) and methyl 4-aminobutyrate (commercially available, CAS RN 3251-07-8) and using a gradient of n-heptane:ethyl acetate (100:0 to 0:100) for the chromatographic purification. Light brown foam (42%). MS (ESI): m/z=583.150 [M+H]+. for the chromatographic purification

Conditions: temp:0.00; pressure:0.00; stir: