Sodium Hydroxide → 6-Methoxy-1-methyl-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indole

HRID 2423187Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[CH:8][N:9]2S(C2C=CC=CC=2)(=O)=O)=[C:5]2[CH:21]([CH3:26])[NH:22][CH2:23][CH2:24][O:25][C:4]=12.[OH-].[Na+]>CCO>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[CH:8][NH:9]2)=[C:5]2[CH:21]([CH3:26])[NH:22][CH2:23][CH2:24][O:25][C:4]=12

Participants

Conditions

Temperature: 80 °C

Procedure

To 6-methoxy-1-methyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indole (Example 87, 0.12 g, 0.32 mmol) dissolved in EtOH (20 mL), 2 M NaOH (5 mL, 10 mmol) was added and the reaction mixture was heated at 80° C. for 2 hours. The reaction mixture was cooled and extracted with DCM (50 mL). The organic layer was collected, dried (MgSO4) and evaporated to afford the title compound (72 mg). MS m/z 233 [M+H]+.

Workup

temperatureThe reaction mixture was cooled
extractionextracted with DCM (50 mL)
customThe organic layer was collected
dry with materialdried (MgSO4)
customevaporated

Sources & evidence

ORD record: ord-1c33d05e08d14ab89dcb248f093b1f83
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07960374B2

Reaction notes

Loading…