LY2109761 synthesis

Yield: 100%

Reaction Conditions:

at 50; for 4 h;

Steps:

1.D D. Preparation of 7- (2-MORPHOLIN-4-YL-ETHOXY)-4- (2-PYRIDIN-2-YL-5, 6-dihydro- 4H-PYRROLO [1, 2-B] PYRAZOL-3-YL)-QUINOLINE
Heat METHANESULFONIC acid 2- [4- (2-PYRIDIN-2-YL-5, 6-dihydro-4H-pyrrolo [1, 2- B] PYRAZOL-3-YL) -QUINOLIN-7-YLOXY]-ETHYL ESTER (87 MG, 0.19 MMOL) WITH MORPHOLINE (1 mL) at 50 C for 4 hours. Remove the morpholine in vacuo and then extract the product with isopropyl alcohol : chloroform (1: 3). Wash the organic layer with sodium chloride and dry over sodium sulfate. Concentrate in vacuo to give the desired title product as a slight yellow solid (83 mg, 100%). MS ES+m/e 442.0 (M+1).

References:

ELI LILLY AND COMPANY WO2004/48382, 2004, A1 Location in patent:Page 7