3-(3-azabicyclo[3.1.0]hexan-3-yl)propan-1-ol

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

Procedure: In analogy to the procedure described for the synthesis of example 1, step 1, the title compound was synthesized from (5-hydroxy-1H-indol-2-yl)-morpholin-4-yl-methanone (example 5, step 3) and 3-(3-aza-bicyclo[3.1.0]hex-3-yl)-propan-1-ol (example 5, step 2). The title product was obtained in 49% yield as white solid. MS (m/e): 370.5 (MH+, 100%). In analogy to the procedure described for the synthesis of example 1, step 1

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a cold (0° C.) solution of sodium dihydro-bis(2-methoxyethoxy)aluminate in toluene (70% in mass, 2.43 mL, 4.5 eq.) was added 3-(3-hydroxy-propyl)-3-azabicyclo[3.1.0]hexane-2,4-dione (example 5, step 1, 320 mg, 1.0 eq.) in diethyl ether (5 mL). The mixture was stirred 40 min at 0° C. and 4 h at reflux. Water was carefully added to and the white mixture was filtered on a dicalite pad. The filtrate was extracted with diethyl ether and the combined organic layers were dried over sodium sulfate, filtered and evaporated in vacuo, yielding 220 mg (78%) of the desired product as a purple liquid which was used without additional purification. MS (m/e): 143.1 (MH+, 100%). at reflux was filtered on a dicalite pad The filtrate was extracted with diethyl ether the combined organic layers were dried over sodium sulfate filtered evaporated in vacuo

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

Procedure: In analogy to the procedure described for the synthesis of example 1, step 1, the title compound was synthesized from (5-hydroxy-1H-indol-2-yl)-morpholin-4-yl-methanone (example 5, step 3) and 3-(3-aza-bicyclo[3.1.0]hex-3-yl)-propan-1-ol (example 5, step 2). The title product was obtained in 49% yield as white solid. MS (m/e): 370.5 (MH+, 100%). In analogy to the procedure described for the synthesis of example 1, step 1

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a cold (0° C.) solution of sodium dihydro-bis(2-methoxyethoxy)aluminate in toluene (70% in mass, 2.43 mL, 4.5 eq.) was added 3-(3-hydroxy-propyl)-3-azabicyclo[3.1.0]hexane-2,4-dione (example 5, step 1, 320 mg, 1.0 eq.) in diethyl ether (5 mL). The mixture was stirred 40 min at 0° C. and 4 h at reflux. Water was carefully added to and the white mixture was filtered on a dicalite pad. The filtrate was extracted with diethyl ether and the combined organic layers were dried over sodium sulfate, filtered and evaporated in vacuo, yielding 220 mg (78%) of the desired product as a purple liquid which was used without additional purification. MS (m/e): 143.1 (MH+, 100%). at reflux was filtered on a dicalite pad The filtrate was extracted with diethyl ether the combined organic layers were dried over sodium sulfate filtered evaporated in vacuo

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

Procedure: In analogy to the procedure described for the synthesis of example 1, step 1, the title compound was synthesized from (5-hydroxy-1H-indol-2-yl)-morpholin-4-yl-methanone (example 5, step 3) and 3-(3-aza-bicyclo[3.1.0]hex-3-yl)-propan-1-ol (example 5, step 2). The title product was obtained in 49% yield as white solid. MS (m/e): 370.5 (MH+, 100%). In analogy to the procedure described for the synthesis of example 1, step 1

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a cold (0° C.) solution of sodium dihydro-bis(2-methoxyethoxy)aluminate in toluene (70% in mass, 2.43 mL, 4.5 eq.) was added 3-(3-hydroxy-propyl)-3-azabicyclo[3.1.0]hexane-2,4-dione (example 5, step 1, 320 mg, 1.0 eq.) in diethyl ether (5 mL). The mixture was stirred 40 min at 0° C. and 4 h at reflux. Water was carefully added to and the white mixture was filtered on a dicalite pad. The filtrate was extracted with diethyl ether and the combined organic layers were dried over sodium sulfate, filtered and evaporated in vacuo, yielding 220 mg (78%) of the desired product as a purple liquid which was used without additional purification. MS (m/e): 143.1 (MH+, 100%). at reflux was filtered on a dicalite pad The filtrate was extracted with diethyl ether the combined organic layers were dried over sodium sulfate filtered evaporated in vacuo