(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-(2-(2-benzyl-3-methyl-2H-indazol-5-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetic acid

HRID 879564Notes

Reaction equation

HRID 879564 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.[CH2:38]([N:45]1[C:53]([CH3:54])=[C:52]2[C:47]([CH:48]=[CH:49][C:50]([C:55]3[S:56][C:57]4[C:63]([C:64]5[CH:69]=[CH:68][C:67]([Cl:70])=[CH:66][CH:65]=5)=[C:62]([C@H:71]([O:77][C:78]([CH3:81])([CH3:80])[CH3:79])[C:72]([O:74]CC)=[O:73])[C:61]([CH3:82])=[CH:60][C:58]=4[N:59]=3)=[CH:51]2)=[N:46]1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>>[CH2:38]([N:45]1[C:53]([CH3:54])=[C:52]2[C:47]([CH:48]=[CH:49][C:50]([C:55]3[S:56][C:57]4[C:63]([C:64]5[CH:65]=[CH:66][C:67]([Cl:70])=[CH:68][CH:69]=5)=[C:62]([C@H:71]([O:77][C:78]([CH3:80])([CH3:79])[CH3:81])[C:72]([OH:74])=[O:73])[C:61]([CH3:82])=[CH:60][C:58]=4[N:59]=3)=[CH:51]2)=[N:46]1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1

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 86700389(S)-ethyl 2-(2-(2-benzyl-3-methyl-2H-indazol-5-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate

Product 1

HCID 86700388(S)-2-(2-(2-benzyl-3-methyl-2H-indazol-5-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetic 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-(2-(2-benzyl-3-methyl-2H-indazol-5-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate 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 C35H33ClN3O3S: 610.2 (M+H+); found: 610.3 (M+H+). 1H NMR (400 MHz, CD3OD) δ 8.36 (s, 1H), 7.99 (dd, J=9.1, 1.6 Hz, 1H), 7.80 (s, 1H), 7.69 (d, J=8.6 Hz, 1H), 7.65 (d, J=9.1 Hz, 1H), 7.59 (t, J=3.4 Hz, 3H), 7.38-7.26 (m, 3H), 7.17 (d, J=7.0 Hz, 2H), 5.65 (s, 2H), 5.26 (s, 1H), 2.64 (s, 3H), 2.61 (s, 3H), 0.98 (s, 9H).

Sources & evidence

ORD record
ord-f3e6984a689e46aba2626013bb398cc1
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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