(S)-2-tert-butoxy-2-(7-chloro-5-(4-chlorophenyl)-2-methylquinolin-6-yl)acetic acid → (S)-2-tert-butoxy-2-(8-(4-chlorophenyl)-6-methylquinolin-7-yl)acetic acid

HRID 931723Notes

Reaction equation

HRID 931723 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:46]([C:47]2[CH:52]=[CH:51][C:50]([Cl:53])=[CH:49][CH:48]=2)=[C:45]2[C:40]([CH:41]=[CH:42][CH:43]=[N:44]2)=[CH:39][C:38]=1[CH3:54])[CH2:35][OH:36])([CH3:32])([CH3:31])[CH3:30]>>[C:29]([O:33][C@@H:34]([C:37]1[C:46]([C:47]2[CH:52]=[CH:51][C:50]([Cl:53])=[CH:49][CH:48]=2)=[C:45]2[C:40]([CH:41]=[CH:42][CH:43]=[N:44]2)=[CH:39][C:38]=1[CH3:54])[C:35]([OH:5])=[O:36])([CH3:32])([CH3:31])[CH3:30]

Participants

3

Reactant 2

HCID 56644218(S)-2-tert-butoxy-2-(7-chloro-5-(4-chlorophenyl)-2-methylquinolin-6-yl)acetic acidHCID 66631441(S)-2-tert-butoxy-2-(8-(4-chlorophenyl)-6-methylquinolin-7-yl)ethanol

Product 1

HCID 56644221(S)-2-tert-butoxy-2-(8-(4-chlorophenyl)-6-methylquinolin-7-yl)acetic acid

Procedure

(S)-2-tert-butoxy-2-(8-(4-chlorophenyl)-6-methylquinolin-7-yl)acetic acid (4J) was prepared following the procedure used to prepare compound 1L of Example 1, except that (S)-2-tert-butoxy-2-(8-(4-chlorophenyl)-6-methylquinolin-7-yl)ethanol (4I) was used instead of compound 1K. 1H-NMR 300 MHz, (CD3OD) δ 8.97-8.91 (m, 1H), 8.86-8.82 (m, 1H), 8.11 (s, 1H), 7.95-7.90 (m, 1H), 7.72-7.65 (m, 3H), 7.50-7.45 (m, 1H), 5.23 (s, 1H), 2.73 (s, 3H), 0.99 (s, 9H); LCMS-ESI+ (m/z): [M+H]+ calcd for C22H23ClNO3: 384.9. Found: 384.1, 386.1.

Sources & evidence

ORD record
ord-36efcd4a90c543a690f290463d1814f8
Source dataset
uspto-grants-2016_03
Patent number
US09296758B2

Reaction notes

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