HCID 21999882, compound → HCID 57754755, compound

HRID 227042Notes

Reaction equation

HRID 227042 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].[CH2:26]([O:28][C:29]1[CH:34]=[CH:33][C:32](I)=[CH:31][C:30]=1[CH3:36])[CH3:27].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](=[O:5])[C:32]3[CH:33]=[CH:34][C:29]([O:28][CH2:26][CH3:27])=[C:30]([CH3:36])[CH:31]=3)=[CH:7]2)[CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 21999882HCID 21999882, compoundHCID 577545321-(6-Bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amideHCID 178418918HCID 178418918, compound

Product 1

HCID 57754755HCID 57754755, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Experimental conditions analogous to those described for Step 6 of Example 60 from 120 mg (0.30 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 172 mg (0.66 mmol) of 1-ethoxy-4-iodo-2-methyl-benzene in 1 mL THF with 0.34 mL 2M isopropylmagnesium chloride. Yield: 53 mg of a white powder. LC-MSD, m/z for C25H21BrN2O3 [M+H]+=477.0, 479.0; HPLC retention time: 2.6 min.

Sources & evidence

ORD record
ord-54778ab4adbf417ab09aa74c167d0ee8
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

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