tert-Butyl 3-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)benzylcarbamate → 1-(5-(1-(3-(Aminomethyl)benzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one

HRID 2175256Notes

Reaction equation

HRID 2175256 reaction equation
CC1C(C)=CC=CC=1OCCCC=O.CC1C(C)=CC=CC=1OCCCC(N1C2C(=C(C3C=C(C=CC=3)CNC(=O)OC(C)(C)C)C=CC=2)CCC1)=O.[CH3:54][C:55]1[C:97]([CH3:98])=[CH:96][CH:95]=[CH:94][C:56]=1[O:57][CH2:58][CH2:59][CH2:60][C:61]([N:63]1[C:72]2[C:67](=[C:68]([C:73]3[CH:74]=[N:75][N:76]([CH2:78][C:79]4[CH:80]=[C:81]([CH:91]=[CH:92][CH:93]=4)[CH2:82][NH:83]C(=O)OC(C)(C)C)[CH:77]=3)[CH:69]=[CH:70][CH:71]=2)[CH2:66][CH2:65][CH2:64]1)=[O:62]>>[NH2:83][CH2:82][C:81]1[CH:80]=[C:79]([CH:93]=[CH:92][CH:91]=1)[CH2:78][N:76]1[CH:77]=[C:73]([C:68]2[CH:69]=[CH:70][CH:71]=[C:72]3[C:67]=2[CH2:66][CH2:65][CH2:64][N:63]3[C:61](=[O:62])[CH2:60][CH2:59][CH2:58][O:57][C:56]2[CH:94]=[CH:95][CH:96]=[C:97]([CH3:98])[C:55]=2[CH3:54])[CH:74]=[N:75]1

Participants

4

Reactant 3

HCID 70982891tert-Butyl 3-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)benzylcarbamateHCID 86712583tert-Butyl 3-((4-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)-1H-pyrazol-1-yl)methyl)benzylcarbamateHCID 867125844-(2,3-Dimethylphenoxy)butan-1-one

Product 1

HCID 709825821-(5-(1-(3-(Aminomethyl)benzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one

Procedure

The title compound was prepared using a procedure analogous to 14543-(aminomethyl)phenyl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one except that tert-butyl 3-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)benzylcarbamate was replaced with tert-butyl 3-((4-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)-1H-pyrazol-1-yl)methyl)benzylcarbamate. LCMS, [M+H]+=509.4.

Sources & evidence

ORD record
ord-9404d17dc2ea4e7dae5c49bc46319cc7
Source dataset
uspto-grants-2015_06
Patent number
US09062028B2

Reaction notes

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