(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-[1,2,3]triazolo[1,5-a]pyridin-5-yl)benzo[d]thiazol-6-yl)acetic acid

HRID 879579Notes

Reaction equation

HRID 879579 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[N:62]=[N:63][C:64]([CH3:65])=[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[N:62]=[N:63][C:64]([CH3:65])=[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]([OH:46])=[O:45])([CH3:41])([CH3:39])[CH3:40]

Participants

3

Reactant 2

HCID 86700214(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(1,3-dimethyl-1H-indazol-6-yl)-5-methylbenzo[d]thiazol-6-yl)acetic acidHCID 86700395(S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-methyl-[1,2,3]triazolo[1,5-a]pyridin-5-yl)benzo[d]thiazol-6-yl)acetate

Product 1

HCID 86700397(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-methyl-[1,2,3]triazolo[1,5-a]pyridin-5-yl)benzo[d]thiazol-6-yl)acetic acid

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-[1,2,3]triazolo[1,5-a]pyridin-5-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+). NMR (400 MHz, CD3OD) δ 8.87 (d, J=7.4 Hz, 1H), 8.43 (s, 1H), 7.86 (s, 1H), 7.78 (dd, J=7.4, 1.8 Hz, 1H), 7.73-7.67 (m, 1H), 7.65-7.56 (m, 3H), 5.27 (s, 1H), 2.63 (s, 3H), 2.61 (s, 3H), 0.98 (s, 9H).

Sources & evidence

ORD record
ord-0894f8595d06491c9bb33501ebfea91f
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

Loading…