Methanol → HCID 68912341, compound
Reaction equation
I[CH2:2][CH:3]([CH3:17])[CH2:4][N:5]1[C:10]2[CH:11]=[C:12](C)[CH:13]=[CH:14][C:9]=2[O:8][CH2:7][C:6]1=[O:16].CC[N:20]([CH2:23][CH3:24])[CH2:21][CH3:22].[CH3:25][OH:26]>>[CH3:25][O:26][C:12]1[CH:13]=[CH:14][C:9]2[O:8][CH2:7][C:6](=[O:16])[N:5]([CH2:4][C@H:3]([CH3:17])[CH2:2][N:20]3[CH2:21][CH2:22][CH:7]([O:8][CH2:9][CH2:10][CH3:11])[CH2:24][CH2:23]3)[C:10]=2[CH:11]=1Participants
4
Conditions
- Temperature
- 60 °C
Procedure
A 7 mL vial was charged with the crude 4-(3-iodo-2-methylpropyl)-6-methyl-4H-benzo[1,4]oxazin-3-one (1 equiv), Et3N (0.5 mL) and the secondary amine (1.2-1.5 equiv). This mixture was shaken at 60° C. for 72 h and thereafter diluted with MeOH (10 mL) and concentrated with basic Al2O3 (2 g) and purified by flash chromatography.