(S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indazol-6-yl)benzo[d]thiazol-6-yl)acetate → (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indazol-5-yl)benzo[d]thiazol-6-yl)acetate

HRID 879495Notes

Reaction equation

HRID 879495 reaction equation
C(O[C@@H](C1C(C)=CC2N=C(C3C=C4C(C([C:29]5[CH2:30][CH2:31][N:32]([CH3:35])[CH2:33][CH:34]=5)=NN4C)=CC=3)SC=2C=1C1C=CC(Cl)=CC=1)C(OCC)=O)(C)(C)C.Br[C:47]1[C:55]2[C:50](=[CH:51][CH:52]=[C:53]([C:56]3[S:57][C:58]4[C:64]([C:65]5[CH:70]=[CH:69][C:68]([Cl:71])=[CH:67][CH:66]=5)=[C:63]([C@H:72]([O:78][C:79]([CH3:82])([CH3:81])[CH3:80])[C:73]([O:75][CH2:76][CH3:77])=[O:74])[C:62]([CH3:83])=[CH:61][C:59]=4[N:60]=3)[CH:54]=2)[N:49]([CH3:84])[N:48]=1>>[C:79]([O:78][C@@H:72]([C:63]1[C:62]([CH3:83])=[CH:61][C:59]2[N:60]=[C:56]([C:53]3[CH:54]=[C:55]4[C:50](=[CH:51][CH:52]=3)[N:49]([CH3:84])[N:48]=[C:47]4[C:29]3[CH2:34][CH2:33][N:32]([CH3:35])[CH2:31][CH:30]=3)[S:57][C:58]=2[C:64]=1[C:65]1[CH:70]=[CH:69][C:68]([Cl:71])=[CH:67][CH:66]=1)[C:73]([O:75][CH2:76][CH3:77])=[O:74])([CH3:82])([CH3:81])[CH3:80]

Participants

3

Reactant 2

HCID 86700307(S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indazol-6-yl)benzo[d]thiazol-6-yl)acetateHCID 86700311(S)-ethyl 2-(2-(3-bromo-1-methyl-1H-indazol-5-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate

Product 1

HCID 86700312(S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indazol-5-yl)benzo[d]thiazol-6-yl)acetate

Procedure

Prepared in a manner similar to (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indazol-6-yl)benzo[d]thiazol-6-yl)acetate except using (S)-ethyl 2-(2-(3-bromo-1-methyl-1H-indazol-5-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate instead of (S)-ethyl 2-(2-(3-bromo-1-methyl-1H-indazol-6-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate. LCMS-ESI+: calc'd for C36H39ClN4O3S: 643.2, 645.2 (M+H+); Found: 643.1, 645.0 (M+H+). 1H NMR (400 MHz, CD3OD): δ 8.65 (s, 1H), 8.13 (dd, J=8.9, 1.5 Hz, 1H), 7.84 (s, 1H), 7.71 (d, J=8.9 Hz, 1H), 7.65-7.47 (m, 4H), 6.66 (s, 1H), 5.25 (s, 1H), 4.37-4.15 (m, 2H), 4.11 (s, 3H), 4.03-3.87 (m, 2H), 3.87-3.63 (m, 2H), 3.57-3.37 (m, 2H), 3.07 (s, 3H), 2.60 (s, 3H), 1.26 (t, J=7.1 Hz, 3H), 1.00 (s, 9H).

Sources & evidence

ORD record
ord-08f6d6d2855b4ef0bdf01710d97b6d3c
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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