4-(2,3-Dimethylphenoxy)butanoic acid → Methyl 1-(5-bromo-1,2,3,4-tetrahydroquinoline-1-carbonyl)cyclopropanecarboxylate

HRID 2175296Notes

Reaction equation

HRID 2175296 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][N:7]2[C:12](=[O:25])[CH2:13][CH2:14][CH2:15]OC1C=CC=C(C)C=1C.CC1C(C)=CC=CC=1OCCCC(O)=O.[CH3:41][O:42][C:43](C1(C(O)=O)CC1)=[O:44]>>[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][N:7]2[C:12]([C:13]1([C:43]([O:42][CH3:41])=[O:44])[CH2:14][CH2:15]1)=[O:25]

Participants

4

Reactant 3

HCID 16225244-(2,3-Dimethylphenoxy)butanoic acidHCID 138618231-(Methoxycarbonyl)cyclopropane-1-carboxylic acidHCID 709817961-(5-Bromo-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one

Product 1

HCID 70982909Methyl 1-(5-bromo-1,2,3,4-tetrahydroquinoline-1-carbonyl)cyclopropanecarboxylate

Procedure

The title compound was prepared using a procedure analogous to 1-(5-bromo-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one except that 4-(2,3-dimethylphenoxy)butanoic acid was replaced with 1-(methoxycarbonyl)cyclopropanecarboxylic acid. LCMS, [M+H]+=338.0.

Sources & evidence

ORD record
ord-60757d9a2fcd448887272244060892ef
Source dataset
uspto-grants-2015_06
Patent number
US09062028B2

Reaction notes

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