Acetate → 2-(5-(Biphenyl-4-yl)-2,7-dimethylquinolin-6-yl)-2-tert-butoxyacetic acid

HRID 931774Notes

Reaction equation

HRID 931774 reaction equation
C(O[C@@H](C1C(C2C=CC(Cl)=CC=2)=C2C(=CC=1C)N=C(CN(C)C1C=CC=CC=1)C=C2)C(O)=O)(C)(C)C.[C:37]1([C:66]2[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=2)[CH:42]=[CH:41][C:40]([C:43]2[C:52]([CH:53]([O:59][C:60]([CH3:63])([CH3:62])[CH3:61])[C:54]([O:56]CC)=[O:55])=[C:51]([CH3:64])[CH:50]=[C:49]3[C:44]=2[CH:45]=[CH:46][C:47]([CH3:65])=[N:48]3)=[CH:39][CH:38]=1.C([O-])(=O)C>>[C:37]1([C:66]2[CH:67]=[CH:68][CH:69]=[CH:70][CH:71]=2)[CH:38]=[CH:39][C:40]([C:43]2[C:52]([CH:53]([O:59][C:60]([CH3:63])([CH3:62])[CH3:61])[C:54]([OH:56])=[O:55])=[C:51]([CH3:64])[CH:50]=[C:49]3[C:44]=2[CH:45]=[CH:46][C:47]([CH3:65])=[N:48]3)=[CH:41][CH:42]=1

Participants

4

Reactant 3

HCID 175AcetateHCID 56644638(S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-((methyl(phenyl)amino) methyl)quinolin-6-yl)acetic acidHCID 66631577Ethyl 2-(5-(biphenyl-4-yl)-2,7-dimethylquinolin-6-yl)-2-tert-butoxyacetate

Product 1

HCID 666306642-(5-(Biphenyl-4-yl)-2,7-dimethylquinolin-6-yl)-2-tert-butoxyacetic acid

Procedure

2-(5-(Biphenyl-4-yl)-2,7-dimethylquinolin-6-yl)-2-tert-butoxyacetic acid was prepared following the procedure used to prepare compound (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-((methyl(phenyl)amino) methyl)quinolin-6-yl)acetic acid of Example 14, except that ethyl 2-(5-(biphenyl-4-yl)-2,7-dimethylquinolin-6-yl)-2-tert-butoxyacetate was used instead of (S)-ethyl 2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(methyl(phenyl)amino)methyl)quinolin-6-yl)acetate. 1H-NMR 300 MHz, (CD3OD) 8.40 (d, 1H), 7.96 (s, 1H), 7.95-7.90 (m, 2H), 7.70-7.60 (m, 4H), 7.55-7.40 (m, 4H), 5.39 (s, 1H), 2.96 (s, 3H), 2.80 (s, 3H), 0.98 (s, 9H); LCMS-ESI+ (m/z): [M+H]+ calcd for C29H30NO3: 440.6. Found: 440.2.

Sources & evidence

ORD record
ord-6187eaf2fc644546a8aa486b4cd7508e
Source dataset
uspto-grants-2016_03
Patent number
US09296758B2

Reaction notes

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