Dimethylformamide → HCID 68908687, compound

HRID 969433Notes

Reaction equation

[CH2:1]([CH:5]1[CH2:11][CH:10]2[NH:12][CH:7]([CH2:8][CH2:9]2)[CH2:6]1)[CH2:2][CH2:3][CH3:4].C([O-])([O-])=O.[K+].[K+].[CH3:19][N:20]([CH:22]=[O:23])[CH3:21]>>[CH2:1]([CH:5]1[CH2:6][CH:7]2[N:12]([CH2:9][C@@H:10]([CH3:11])[CH2:19][N:20]3[C:21]4[C:6](=[CH:5][CH:1]=[CH:2][CH:3]=4)[CH2:7][CH2:8][C:22]3=[O:23])[C@@H:10]([CH2:9][CH2:8]2)[CH2:11]1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 11430Potassium Carbonate

HCID 689079663-Butyl-8-azabicyclo[3,2,1]octane

Product 1

HCID 68908687HCID 68908687, compound

Procedure

Crude (R,S)-1-(3-chloro-2-methylpropyl)-3,4-dihydro-1H-quinolin-2-one (107LH63)(0.094 g), 3-butyl-8-azabicyclo[3.2.1]octane (0.025 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-c4)(0.025 g), HPLC-MS (ammonium acetate) [M+H]+=369.33.

Workup

custompurified

Sources & evidence

ORD record: ord-28d3cef7948c41f18349f53305ee64a7
Source dataset: uspto-grants-2007_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07307075B2

Reaction notes

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