HCID 86700216, compound → HCID 72194237, compound

HRID 879567Notes

Reaction equation

C(O[C@@H](C1C(C)=CC2N=C(C3C=CC4N(C)N=NC=4C=3)SC=2C=1C1C=CC(Cl)=CC=1)C(O)=O)(C)(C)C.[C:37]([O:41][C@@H:42]([C:48]1[C:66]([CH3:67])=[CH:65][C:51]2[N:52]=[C:53]([C:55]3[CH:56]=[CH:57][C:58]4[N:62]=[N:61][N:60]([CH3:63])[C:59]=4[CH:64]=3)[S:54][C:50]=2[C:49]=1[C:68]1[CH:73]=[CH:72][C:71]([Cl:74])=[CH:70][CH:69]=1)[C:43]([O:45]CC)=[O:44])([CH3:40])([CH3:39])[CH3:38]>>[C:37]([O:41][C@@H:42]([C:48]1[C:66]([CH3:67])=[CH:65][C:51]2[N:52]=[C:53]([C:55]3[CH:56]=[CH:57][C:58]4[N:62]=[N:61][N:60]([CH3:63])[C:59]=4[CH:64]=3)[S:54][C:50]=2[C:49]=1[C:68]1[CH:69]=[CH:70][C:71]([Cl:74])=[CH:72][CH:73]=1)[C:43]([OH:45])=[O:44])([CH3:40])([CH3:38])[CH3:39]

Participants

Reactant 2

HCID 86700216HCID 86700216, compound

HCID 86700391HCID 86700391, compound

Product 1

HCID 72194237HCID 72194237, compound

Procedure

Prepared in a manner similar to (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-benzo[d][1,2,3]triazol-5-yl)benzo[d]thiazol-6-yl)acetic acid, but using (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-benzo[d][1,2,3]triazol-6-yl)benzo[d]thiazol-6-yl)acetate instead of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-benzo[d][1,2,3]triazol-5-yl)benzo[d]thiazol-6-yl)acetate. LCMS-ESI+: calc'd for C27H26ClN4O3S: 521.0 (M+H+); Found: 521.2 (M+H+). 1H NMR (400 MHz, CD3OD) δ 8.44 (s, 1H), 8.12 (dd, J=8.8, 1.4 Hz, 1H), 8.08 (d, J=8.8 Hz, 1H), 7.87 (s, 1H), 7.70 (d, J=9.5 Hz, 1H), 7.64-7.57 (m, 3H), 5.27 (s, 1H), 4.39 (s, 3H), 2.62 (s, 3H), 0.98 (s, 9H).

Sources & evidence

ORD record: ord-dfa9d2d6af60432fb5ccb5ab9486d63c
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987250B2

Reaction notes

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