3-Iodo-2,6-dimethylpyridine → HCID 57754656, compound

HRID 227060

Reaction equation

HRID 227060 reaction equation
CON(C)[C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([Br:24])[N:19]=2)[CH:7]=1)=[O:5].[CH3:26][C:27]1[CH:32]=[CH:31][C:30](I)=[C:29]([CH3:34])[N:28]=1.C([Mg]Cl)(C)C>C1COCC1>[Br:24][C:20]1[N:19]=[C:18]([CH2:17][N:8]2[C:9]3[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:15](=[O:16])[C:6]([C:4]([C:32]3[C:27]([CH3:26])=[N:28][C:29]([CH3:34])=[CH:30][CH:31]=3)=[O:5])=[CH:7]2)[CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 129999443-Iodo-2,6-dimethylpyridineHCID 577545321-(6-Bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amideHCID 178418918HCID 178418918, compound

Product 1

HCID 57754656HCID 57754656, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Experimental conditions analogous to those described for Step 6 of Example 60 from 105 mg (0.26 mmol) of 1-(6-bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amide in 1 mL THF and 134 mg (0.58 mmol) of 2,6-dimethyl-5-iodo-pyridine in 1 mL THF with 0.30 mL 2M isopropylmagnesium chloride. Yield: 19 mg of a white powder. LC-MSD, m/z for C23H18BrN3O2 [M+H]+=448.0, 450.0; HPLC retention time: 1.2 min.

Sources & evidence

ORD record
ord-8deebccf7b9943799fa99c0200df4d17
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Linked notes

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