HCID 86611634, compound → HCID 57455403, compound

HRID 521297Notes

Reaction equation

HRID 521297 reaction equation
CON(C)[C:4](=[O:24])[CH2:5][CH2:6][CH2:7][N:8]1[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[N:13]=[CH:12][C:11]=2[N:10]=[C:9]1[CH2:21][CH2:22][CH3:23].[CH2:26]([Mg]Br)[CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>C(OCC)C>[CH2:21]([C:9]1[N:8]([CH2:7][CH2:6][CH2:5][C:4](=[O:24])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[N:13]=[CH:12][C:11]=2[N:10]=1)[CH2:22][CH3:23]

Participants

4

Reactant 2

HCID 86611634HCID 86611634, compoundHCID 178444609HCID 178444609, compound

Product 1

HCID 57455403HCID 57455403, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The general method described in Step 5 of Example 17 was used to react N-methoxy-N-methyl-4-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)butyramide (6.10 g, 17.9 mmol) with n-hexylmagnesium bromide (13.5 mL of a 2 M solution in diethyl ether, 27 mmol) to provide 1-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)decan-4-one (6.10 g) as a yellow oil that was used directly in the next step without further purification.

Sources & evidence

ORD record
ord-a885984855ab4119b4b99d9db6103a96
Source dataset
uspto-grants-2016_05
Patent number
US09328110B2

Reaction notes

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