(S)-2-tert-butoxy-2-(7-chloro-5-(4-chlorophenyl)-2-methylquinolin-6-yl)acetic acid → (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(trifluoromethyl)quinolin-6-yl)acetic acid

HRID 931735Notes

Reaction equation

HRID 931735 reaction equation
C([O:5][C@@H](C1C(C2C=CC(Cl)=CC=2)=C2C(=CC=1Cl)N=C(C)C=C2)C(O)=O)(C)(C)C.[C:29]([O:33][C@@H:34]([C:37]1[C:38]([C:52]2[CH:57]=[CH:56][C:55]([Cl:58])=[CH:54][CH:53]=2)=[C:39]2[C:44](=[CH:45][C:46]=1[CH3:47])[N:43]=[C:42]([C:48]([F:51])([F:50])[F:49])[CH:41]=[CH:40]2)[CH2:35][OH:36])([CH3:32])([CH3:31])[CH3:30]>>[C:29]([O:33][C@@H:34]([C:37]1[C:38]([C:52]2[CH:57]=[CH:56][C:55]([Cl:58])=[CH:54][CH:53]=2)=[C:39]2[C:44](=[CH:45][C:46]=1[CH3:47])[N:43]=[C:42]([C:48]([F:50])([F:49])[F:51])[CH:41]=[CH:40]2)[C:35]([OH:5])=[O:36])([CH3:32])([CH3:30])[CH3:31]

Participants

3

Reactant 2

HCID 56644218(S)-2-tert-butoxy-2-(7-chloro-5-(4-chlorophenyl)-2-methylquinolin-6-yl)acetic acidHCID 66631267(S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(trifluoromethyl)quinolin-6-yl)ethanol

Product 1

HCID 56644426(S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(trifluoromethyl)quinolin-6-yl)acetic acid

Procedure

(S)-2-tert-Butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(trifluoromethyl)quinolin-6-yl)acetic acid (7J) was prepared following the procedure used to prepare compound 1L of Example 1 except that (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(trifluoromethyl)quinolin-6-yl)ethanol (7I) was used instead of compound 1K. 1H-NMR 300 MHz, (CD3OD) δ 8.01 (s, 1H), 7.95 (d, 1H), 7.71 (d, 1H), 7.65-7.55 (m, 2H), 7.35 (d, 1H), 5.24 (s, 1H), 2.71 (s, 3H), 0.99 (s, 9H); LCMS-ESI+ (m/z): [M+H]+ calcd for C23H22ClF3NO3: 452.9. Found: 452.1, 454.1.

Sources & evidence

ORD record
ord-a6ed93cff5b14ad3a1185689f300dd90
Source dataset
uspto-grants-2016_03
Patent number
US09296758B2

Reaction notes

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