(S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-((methyl(phenyl)amino) methyl)quinolin-6-yl)acetic acid → (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(methyl(phenyl)carbamoyl)quinolin-6-yl)acetic acid
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]([O:41][C@@H:42]([C:48]1[C:49]([C:69]2[CH:74]=[CH:73][C:72]([Cl:75])=[CH:71][CH:70]=2)=[C:50]2[C:55](=[CH:56][C:57]=1[CH3:58])[N:54]=[C:53]([C:59](=[O:68])[N:60]([CH3:67])[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1)[CH:52]=[CH:51]2)[C:43]([O:45]CC)=[O:44])([CH3:40])([CH3:39])[CH3:38]>>[C:37]([O:41][C@@H:42]([C:48]1[C:49]([C:69]2[CH:70]=[CH:71][C:72]([Cl:75])=[CH:73][CH:74]=2)=[C:50]2[C:55](=[CH:56][C:57]=1[CH3:58])[N:54]=[C:53]([C:59](=[O:68])[N:60]([CH3:67])[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1)[CH:52]=[CH:51]2)[C:43]([OH:45])=[O:44])([CH3:40])([CH3:38])[CH3:39]Participants
3
Reactant 2
Product 1
Procedure
(S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(methyl(phenyl)carbamoyl)quinolin-6-yl)acetic 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 (S)-ethyl 2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(methyl(phenyl)carbamoyl)quinolin-6-yl)acetate 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) δ 7.80-7.50 (m, 6H), 7.40-7.10 (m, 6H), 5.16 (s, 1H), 3.54 (s, 3H), 2.62 (s, 3H), 0.95 (s, 9H); LCMS-ESI+ (m/z): [M+H]+ calcd for C30H30ClN2O4: 518.0. Found: 517.2, 519.2.
Sources & evidence
- ORD record
- ord-0b29b6e881224e85881a85b96cd21eca
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09296758B2
Reaction notes
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