Ethyl Acetoacetate → 3-((4-Amino-3-(ethoxycarbonyl)-2-methylquinolin-5-yl)oxy)-2,2-dimethylpropanoic acid

HRID 2169908Notes

Reaction equation

[NH2:1][C:2]1[C:3]([C:23]#[N:24])=[C:4]([CH:20]=[CH:21][CH:22]=1)[O:5][CH2:6][C:7]([CH3:19])([CH3:18])[C:8]([O:10]CC1C=CC=CC=1)=[O:9].O=[C:26]([CH3:33])[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29]>>[NH2:24][C:23]1[C:3]2[C:2](=[CH:22][CH:21]=[CH:20][C:4]=2[O:5][CH2:6][C:7]([CH3:18])([CH3:19])[C:8]([OH:10])=[O:9])[N:1]=[C:26]([CH3:33])[C:27]=1[C:28]([O:30][CH2:31][CH3:32])=[O:29]

Participants

Reactant 2

HCID 8868Ethyl Acetoacetate

HCID 66746808Benzyl 3-(3-amino-2-cyanophenoxy)-2,2-dimethylpropanoate

Product 1

HCID 667468783-((4-Amino-3-(ethoxycarbonyl)-2-methylquinolin-5-yl)oxy)-2,2-dimethylpropanoic acid

Procedure

Prepared as in Example 2a from benzyl 3-(3-amino-2-cyanophenoxy)-2,2-dimethylpropanoate (Example 47c) and ethyl 3-oxobutanoate as a brown solid (80%). MS 192 (MH+).

Sources & evidence

ORD record: ord-b88d01ada1174b97a1b3944e3b2130c5
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09049878B2

Reaction notes

Loading…