Sodium Iodide → HCID 68908797, compound

HRID 1191476Notes

Reaction equation

[CH2:1]([CH:6]1[CH2:12][CH:11]2[NH:13][CH:8]([CH2:9][CH2:10]2)[CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].[Na+].[I-].C([O-])([O-])=O.[K+].[K+].[CH3:22][N:23]([CH:25]=[O:26])[CH3:24]>>[CH3:8][C@H:9]([CH2:10][N:13]1[CH:11]2[CH2:10][CH2:9][C@H:8]1[CH2:7][CH:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[CH2:12]2)[CH2:22][N:23]1[C:24]2[C:3](=[CH:2][CH:1]=[CH:6][CH:7]=2)[CH2:4][CH2:5][C:25]1=[O:26]

Participants

Reactant 4

HCID 5238Sodium Iodide

HCID 6228Dimethylformamide

HCID 11430Potassium Carbonate

HCID 219898523-Pentyl-8-azabicyclo[3.2.1]octane

Product 1

HCID 68908797HCID 68908797, compound

Procedure

Crude (R,S)-1-(3-chloro-2-methylpropyl)-3,4-dihydro-1H-quinolin-2-one (107LH63) (0.094 g), 3-pentyl-8-azabicyclo[3.2.1]octane (0.027 g, 0.15 mmol), NaI (0.100 g, 0.67 mmol), and K2CO3 (0.075 g, 0.54 mmol) in DMF (1 mL) were reacted and purified according to GP20 to give the title compound (107LH74-c5) (0.023 g). HPLC-MS (ammonium acetate) [M+H]+=383.34.

Workup

custompurified

Sources & evidence

ORD record: ord-f3e14ea4930b4096a8e0738409e9daed
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680115B2

Reaction notes

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