Morpholine → HCID 178463300, compound
Reaction equation
Br[CH2:2][C:3]#[C:4][C:5]1[CH:6]=[C:7]([N:16]([C@H:19]2[CH2:24][CH2:23][C@H:22]([N:25]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH3:26])[CH2:21][CH2:20]2)[CH2:17][CH3:18])[C:8]([CH3:15])=[C:9]([CH:14]=1)[C:10]([O:12][CH3:13])=[O:11].[NH:34]1[CH2:39][CH2:38][O:37][CH2:36][CH2:35]1>CN(C=O)C>[C:30]([O:29][C:27]([N:25]([CH3:26])[C@H:22]1[CH2:21][CH2:20][C@H:19]([N:16]([CH2:17][CH3:18])[C:7]2[C:8]([CH3:15])=[C:9]([CH:14]=[C:5]([C:4]#[C:3][CH2:2][N:34]3[CH2:39][CH2:38][O:37][CH2:36][CH2:35]3)[CH:6]=2)[C:10]([O:12][CH3:13])=[O:11])[CH2:24][CH2:23]1)=[O:28])([CH3:33])([CH3:32])[CH3:31]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of methyl 5-(3-bromoprop-1-yn-1-yl)-3-(((trans)-4-((tert-butoxy carbonyl)-(methyl)amino)cyclohexyl)(ethyl)amino)-2-methylbenzoate (1 equiv.) in DMF, morpholine (5 equiv.) was added and reaction was stirred for 12 h at room temperature. On completion, the reaction was quenched with ice water and extracted with dichloromethane. The combined organic layers were washed with water, dried, concentrated under reduced pressure to afford desired crude title compound that was used in the next step without further purification (98.7% yield)