(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(1,3-dimethyl-1H-indazol-6-yl)-5-methylbenzo[d]thiazol-6-yl)acetic acid → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-methyl-[1,2,4]triazolo[4,3-a]pyridin-7-yl)benzo[d]thiazol-6-yl)acetic acid
Reaction equation
C(O[C@@H](C1C(C)=CC2N=C(C3C=C4C(C(C)=NN4C)=CC=3)SC=2C=1C1C=CC(Cl)=CC=1)C(O)=O)(C)(C)C.[C:38]([O:42][C@@H:43]([C:49]1[C:67]([CH3:68])=[CH:66][C:52]2[N:53]=[C:54]([C:56]3[CH:61]=[CH:60][N:59]4[C:62]([CH3:65])=[N:63][N:64]=[C:58]4[CH:57]=3)[S:55][C:51]=2[C:50]=1[C:69]1[CH:74]=[CH:73][C:72]([Cl:75])=[CH:71][CH:70]=1)[C:44]([O:46]CC)=[O:45])([CH3:41])([CH3:40])[CH3:39]>>[C:38]([O:42][C@@H:43]([C:49]1[C:67]([CH3:68])=[CH:66][C:52]2[N:53]=[C:54]([C:56]3[CH:61]=[CH:60][N:59]4[C:62]([CH3:65])=[N:63][N:64]=[C:58]4[CH:57]=3)[S:55][C:51]=2[C:50]=1[C:69]1[CH:70]=[CH:71][C:72]([Cl:75])=[CH:73][CH:74]=1)[C:44]([OH:46])=[O:45])([CH3:41])([CH3:39])[CH3:40]Participants
3
Reactant 2
Product 1
Procedure
Prepared in a manner similar to (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(1,3-dimethyl-1H-indazol-6-yl)-5-methylbenzo[d]thiazol-6-yl)acetic acid, but using (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-methyl-[1,2,4]triazolo[4,3-a]pyridin-7-yl)benzo[d]thiazol-6-yl)acetate instead of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(1,3-dimethyl-1H-indazol-6-yl)-5-methylbenzo[d]thiazol-6-yl)acetate. LCMS-ESI+: calc'd for C27H26ClN4O3S: 521.0 (M+H+); Found: 521.2 (M+H+). 1H NMR (400 MHz, CD3OD) δ 8.61 (d, J=7.3 Hz, 1H), 8.42 (s, 1H), 7.97 (d, J=7.5 Hz, 2H), 7.74-7.67 (m, 1H), 7.66-7.58 (m, 3H), 5.28 (s, 1H), 2.85 (s, 3H), 2.64 (s, 3H), 0.98 (s, 9H).
Sources & evidence
- ORD record
- ord-cf7afe50f9f74d50b3bd5ee6ddf5407f
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987250B2
Reaction notes
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