HCID 86700328, compound → HCID 86700334, compound

HRID 879512Notes

Reaction equation

HRID 879512 reaction equation
C(O[C@@H](C1C(C)=CC2N=C(N3CCN(C(OC(C)(C)C)=O)C(C4C=C5C(=CC=4)N(C)N=C5)C3)SC=2C=1C1C=CC(Cl)=CC=1)C(O)=O)(C)(C)C.[C:50]([O:54][C@@H:55]([C:61]1[C:88]([CH3:89])=[CH:87][C:64]2[N:65]=[C:66]([N:68]3[CH2:73][CH2:72][N:71]([CH:74]([CH3:76])[CH3:75])[CH:70]([C:77]4[CH:78]=[C:79]5[C:83](=[CH:84][CH:85]=4)[N:82]([CH3:86])[N:81]=[CH:80]5)[CH2:69]3)[S:67][C:63]=2[C:62]=1[C:90]1[CH:95]=[CH:94][C:93]([Cl:96])=[CH:92][CH:91]=1)[C:56]([O:58]CC)=[O:57])([CH3:53])([CH3:52])[CH3:51]>>[C:50]([O:54][C@@H:55]([C:61]1[C:88]([CH3:89])=[CH:87][C:64]2[N:65]=[C:66]([N:68]3[CH2:73][CH2:72][N:71]([CH:74]([CH3:75])[CH3:76])[CH:70]([C:77]4[CH:78]=[C:79]5[C:83](=[CH:84][CH:85]=4)[N:82]([CH3:86])[N:81]=[CH:80]5)[CH2:69]3)[S:67][C:63]=2[C:62]=1[C:90]1[CH:91]=[CH:92][C:93]([Cl:96])=[CH:94][CH:95]=1)[C:56]([OH:58])=[O:57])([CH3:52])([CH3:53])[CH3:51]

Participants

3

Reactant 2

HCID 86700328HCID 86700328, compoundHCID 86700333HCID 86700333, compound

Product 1

HCID 86700334HCID 86700334, compound

Procedure

(2S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(4-isopropyl-3-(1-methyl-1H-indazol-5-yl)piperazin-1-yl)-5-methylbenzo[d]thiazol-6-yl)acetic acid (3.7 mg) was prepared in a similar manner as compound (2S)-2-tert-butoxy-2-(2-(4-(tert-butoxycarbonyl)-3-(1-methyl-1H-indazol-5-yl)piperazin-1-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)acetic acid except using (2S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(4-isopropyl-3-(1-methyl-1H-indazol-5-yl)piperazin-1-yl)-5-methylbenzo[d]thiazol-6-yl)acetate instead of tert-butyl 4-(6-((S)-1-tert-butoxy-2-ethoxy-2-oxoethyl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-2-yl)-2-(1-methyl-1H-indazol-5-yl)piperazine-1-carboxylate. LCMS-ESI+: calc'd for C35H41ClN5O3S: 646.3 (M+H+); Found: 646.3 (M+H+). 1H-NMR 400 MHz, (CD3OD) δ 8.11 (m, 1H), 8.04 (m, 1H), 7.76 (m, 1H), 7.60 (m, 2H), 7.50 (m, 3H), 7.36 (s, 1H), 5.15 (s, 1H), 4.37 (m, 2H), 4.11 (s, 3H), 4.1-3.7 (m, 3H), 3.4 (m, 3H), 2.49 (s, 3H), 1.32 (d, J=6.2 Hz, 3H), 1.24 (d, J=6.7 Hz, 3H), 0.94 (s, 9H).

Sources & evidence

ORD record
ord-169f02b58eab4f95ae18853d5e281b6f
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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