4-Bromobenzyl bromide → Methyl 4-(4-bromobenzylamino)-2,5-dimethylquinoline-3-carboxylate

HRID 1250451Notes

Reaction equation

HRID 1250451 reaction equation
[Br:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6]NC2C3C(=CC=CC=3)N=C(C)C=2C(=O)C)=[CH:4][CH:3]=1.[NH2:24][C:25]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][C:33]=2[CH3:35])[N:28]=[C:27]([CH3:36])[C:26]=1[C:37]([O:39][CH3:40])=[O:38].BrC1C=CC(CBr)=CC=1>>[Br:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][NH:24][C:25]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][C:33]=3[CH3:35])[N:28]=[C:27]([CH3:36])[C:26]=2[C:37]([O:39][CH3:40])=[O:38])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 685274-Bromobenzyl bromideHCID 114628041-(4-(4-Bromobenzylamino)-2-methylquinolin-3-yl)ethanone2×HCID 18326317Methyl 4-amino-2,5-dimethylquinoline-3-carboxylate

Product 1

HCID 12019300Methyl 4-(4-bromobenzylamino)-2,5-dimethylquinoline-3-carboxylate

Procedure

Methyl 4-(4-bromobenzylamino)-2,5-dimethylquinoline-3-carboxylate was synthesized by the same process as described for 1-(4-(4-bromobenzylamino)-2-methylquinolin-3-yl)ethanone (Example 1, Intermediate 2c) starting from methyl 4-amino-2,5-dimethylquinoline-3-carboxylate and 4-bromobenzyl bromide. Melting point: 150° C.; MS(Cl+): 399/401.

Sources & evidence

ORD record
ord-9dcc46fce9594c35af1cf23bac78222a
Source dataset
uspto-grants-2002_01
Patent number
US06339077B1

Reaction notes

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