5-bromo-2,3-dimethyl-2H-indazole → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2,3-dimethyl-2H-indazol-5-yl)-5-methylbenzo[d]thiazol-6-yl)acetic acid

HRID 879488Notes

Reaction equation

[C:1]([O:5][C@@H:6]([C:10]1[C:31]([CH3:32])=[CH:30][C:13]2[N:14]=[C:15]([C:17]3[CH:18]=[C:19]4[C:23](=[CH:24]C=3)[N:22]([CH3:26])[N:21]=[C:20]4[CH:27]3[CH2:29]C3)[S:16][C:12]=2[C:11]=1[C:33]1[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][CH:34]=1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2].BrC1C=CC2C(=C(C)N(C)N=2)C=1>>[C:1]([O:5][C@@H:6]([C:10]1[C:31]([CH3:32])=[CH:30][C:13]2[N:14]=[C:15]([C:17]3[CH:29]=[CH:27][C:20]4[C:19](=[C:23]([CH3:24])[N:22]([CH3:26])[N:21]=4)[CH:18]=3)[S:16][C:12]=2[C:11]=1[C:33]1[CH:34]=[CH:35][C:36]([Cl:39])=[CH:37][CH:38]=1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 114995675-bromo-2,3-dimethyl-2H-indazole

HCID 86700303(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(3-cyclopropyl-1-methyl-1H-indazol-5-yl)-5-methylbenzo[d]thiazol-6-yl)acetic acid

Product 1

HCID 86700304(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2,3-dimethyl-2H-indazol-5-yl)-5-methylbenzo[d]thiazol-6-yl)acetic acid

Procedure

prepared in a similar manner as the preparation of (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(3-cyclopropyl-1-methyl-1H-indazol-5-yl)-5-methylbenzo[d]thiazol-6-yl)acetic acid except using 5-bromo-2,3-dimethyl-2H-indazole instead of 5-bromo-3-cyclopropyl-1-methyl-1H-indazole. LCMS-ESI+: calc'd for C29H28ClN3O3S: 534.2, 536.2 (M+H+); Found: 534.2, 536.2 (M+H+). 1H NMR (400 MHz, CD3OD): δ 8.37 (s, 1H), 7.99 (dd, J=9.1, 1.7 Hz, 1H), 7.82 (s, 1H), 7.76-7.66 (m, 1H), 7.66-7.50 (m, J=9.1, 4.8 Hz, 4H), 5.26 (s, 1H), 4.12 (s, 3H), 2.71 (s, 3H), 2.62 (s, 3H), 0.99 (s, 9H).

Sources & evidence

ORD record: ord-64868e100e534381b7014f77e8779c7c
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987250B2

Reaction notes

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