4-Bromobenzyl bromide → Methyl 6-bromo-4-benzylamino-2-methylquinoline-3-carboxylate

HRID 1250450Notes

Reaction equation

HRID 1250450 reaction equation
Br[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.[Br:24][C:25]1[CH:26]=[C:27]2[C:32](=[CH:33][CH:34]=1)[N:31]=[C:30]([CH3:35])[C:29]([C:36]([O:38][CH3:39])=[O:37])=[C:28]2[NH2:40].BrC1C=CC(CBr)=CC=1>>[Br:24][C:25]1[CH:26]=[C:27]2[C:32](=[CH:33][CH:34]=1)[N:31]=[C:30]([CH3:35])[C:29]([C:36]([O:38][CH3:39])=[O:37])=[C:28]2[NH:40][CH2:6][C:5]1[CH:22]=[CH:23][CH:2]=[CH:3][CH:4]=1

Participants

4

Reactant 3

HCID 685274-Bromobenzyl bromideHCID 114628041-(4-(4-Bromobenzylamino)-2-methylquinolin-3-yl)ethanone2×HCID 18326326Methyl 6-bromo4-amino-2-methylquinoline-3-carboxylate

Product 1

HCID 12019297Methyl 6-bromo-4-benzylamino-2-methylquinoline-3-carboxylate

Procedure

Methyl 6-bromo-4-benzylamino-2-methylquinoline-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 6-bromo4-amino-2-methylquinoline-3-carboxylate and 4-bromobenzyl bromide. Melting point: 89° C.; MS(ES+): 385/387.

Sources & evidence

ORD record
ord-eb90666f4dee437cb58ffb4b3a62d4ee
Source dataset
uspto-grants-2002_01
Patent number
US06339077B1

Reaction notes

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