(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-(1-benzyl-3-methyl-1H-indazol-5-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetic acid

HRID 879563Notes

Reaction equation

HRID 879563 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]2[C:48](=[CH:49][C:50]([C:54]3[S:55][C:56]4[C:62]([C:63]5[CH:68]=[CH:67][C:66]([Cl:69])=[CH:65][CH:64]=5)=[C:61]([C@H:70]([O:76][C:77]([CH3:80])([CH3:79])[CH3:78])[C:71]([O:73]CC)=[O:72])[C:60]([CH3:81])=[CH:59][C:57]=4[N:58]=3)=[CH:51][CH:52]=2)[C:47]([CH3:82])=[N:46]1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>>[CH2:38]([N:45]1[C:53]2[C:48](=[CH:49][C:50]([C:54]3[S:55][C:56]4[C:62]([C:63]5[CH:68]=[CH:67][C:66]([Cl:69])=[CH:65][CH:64]=5)=[C:61]([C@H:70]([O:76][C:77]([CH3:78])([CH3:79])[CH3:80])[C:71]([OH:73])=[O:72])[C:60]([CH3:81])=[CH:59][C:57]=4[N:58]=3)=[CH:51][CH:52]=2)[C:47]([CH3:82])=[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 86700386(S)-ethyl 2-(2-(1-benzyl-3-methyl-1H-indazol-5-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate

Product 1

HCID 72194236(S)-2-(2-(1-benzyl-3-methyl-1H-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-(1-benzyl-3-methyl-1H-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 8.47 (s, 1H), 8.12 (dd, J=7.6, 1.6 Hz, 1H), 7.89 (s, 1H), 7.78 (d, J=10 Hz, 1H), 7.69-7.62 (m, 4H), 7.40-7.27 (m, 4H), 5.66 (s, 2H), 5.34 (s, 1H), 2.69 (s, 3H), 2.68 (s, 3H), 0.98 (s, 9H).

Sources & evidence

ORD record
ord-4a6f3e3991a74692a153a956d5f5ec9b
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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