2-(4-Bromo-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)-2-tert-butoxyacetic acid → 2-Tert-butoxy-2-(7-chloro-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)acetic acid
Reaction equation
BrC1C2C(=CC=CC=2)C(C2C=CC(Cl)=CC=2)=C(C(OC(C)(C)C)C(O)=O)C=1C.[C:29]([O:33][CH:34]([C:40]1[C:49]([CH3:50])=[CH:48][C:47]2[C:42](=[CH:43][C:44]([Cl:51])=[CH:45][CH:46]=2)[C:41]=1[C:52]1[CH:57]=[CH:56][C:55]([Cl:58])=[CH:54][CH:53]=1)[C:35]([O:37]CC)=[O:36])([CH3:32])([CH3:31])[CH3:30]>>[C:29]([O:33][CH:34]([C:40]1[C:49]([CH3:50])=[CH:48][C:47]2[C:42](=[CH:43][C:44]([Cl:51])=[CH:45][CH:46]=2)[C:41]=1[C:52]1[CH:57]=[CH:56][C:55]([Cl:58])=[CH:54][CH:53]=1)[C:35]([OH:37])=[O:36])([CH3:32])([CH3:30])[CH3:31]Participants
3
Procedure
2-tert-Butoxy-2-(7-chloro-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)acetic acid (149) was prepared in a similar manner to 2-(4-bromo-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)-2-tert-butoxyacetic acid of Example 124, except using ethyl 2-tert-butoxy-2-(7-chloro-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)acetate, giving the title compound (parent form) 1H-NMR: (400 MHz, DMSO-d6): δ 12.86 (s, broad, 1H), 7.94 (d, J=8.0 Hz, 1H), 7.83 (s, 1H), 7.73-7.67 (m, 2H), 7.56-7.49 (m, 2H), 7.40 (d, J=8.2 Hz, 1H), 7.11 (d, J=1.6 Hz, 1H), 5.00 (s, 1H), 2.57 (s, 3H), 0.93 (s, 9H). LCMS-ESI− (m/z): [M−H]− calcd for C23H21Cl2O3: 415.1; Found: 415.3.
Sources & evidence
- ORD record
- ord-ad1fb16ae5b544df9457713cf3577324
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09102614B2
Reaction notes
Loading…