HCID 12847208, compound → HCID 57754516, compound

HRID 227056Notes

Reaction equation

HRID 227056 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].I[C:27]1[N:31]([CH3:32])[C:30]([CH3:33])=[N:29][CH:28]=1.C([Mg]Cl)(C)C>C(Cl)Cl>[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:27]3[N:31]([CH3:32])[C:30]([CH3:33])=[N:29][CH:28]=3)=[O:5])=[CH:7]2)[CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 12847208HCID 12847208, 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 57754516HCID 57754516, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

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 3 mL DCM and 146 mg (0.66 mmol) of 5-iodo-1,2-dimethyl-1H-imidazole in 1 mL DCM with 0.34 mL 2M isopropylmagnesium chloride. Yield: 36 mg of a white powder. LC-MSD, m/z for C21H17BrN4O2 [M+H]+=437.0, 439.0; HPLC retention time: 0.4 min.

Sources & evidence

ORD record
ord-b12a23b61faf4f1e806870694478ca96
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

Loading…