Sodium Carbonate → Methyl 4-(7-methoxyquinolin-3-yl)benzoate

HRID 1472696Notes

Reaction equation

HRID 1472696 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8](B(O)O)=[CH:7][CH:6]=1)=[O:4].Br[C:15]1[CH:16]=[N:17][C:18]2[C:23]([CH:24]=1)=[CH:22][CH:21]=[C:20]([O:25][CH3:26])[CH:19]=2.C([O-])([O-])=O.[Na+].[Na+]>COCCOC.O>[CH3:26][O:25][C:20]1[CH:19]=[C:18]2[C:23]([CH:24]=[C:15]([C:8]3[CH:9]=[CH:10][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:6][CH:7]=3)[CH:16]=[N:17]2)=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 27343694-Methoxycarbonylphenylboronic acidHCID 187885483-Bromo-7-methoxyquinoline

Product 1

HCID 67974241Methyl 4-(7-methoxyquinolin-3-yl)benzoate

Reagents, catalysts & solvents 1

HCID 18180031Water 1,2-dimethoxyethaneSolvent

Procedure

Followed Step 1 of Compound IV-1, starting from 4-(methoxycarbonyl)phenylboronic acid and Intermediate 13, and where the base used was Na2CO3, the solvent DME/H2O (8: 2), and the reaction was run at 100° C. for 2 h.

Sources & evidence

ORD record
ord-9852867a2f7b41788aa6ae4ab588e6e9
Source dataset
uspto-grants-2015_04
Patent number
US09012646B2

Reaction notes

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