(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-morpholinopyridin-4-yl)benzo[d]thiazol-6-yl)acetic acid → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(4-methylpiperazin-1-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)acetic acid

HRID 879430Notes

Reaction equation

HRID 879430 reaction equation
[C:1]([O:5][C@@H:6]([C:10]1[C:30]([CH3:31])=[CH:29][C:13]2[N:14]=[C:15]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([N:23]4[CH2:28][CH2:27]O[CH2:25][CH2:24]4)[CH:18]=3)[S:16][C:12]=2[C:11]=1[C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2].[CH3:39][N:40]1CCN(C2C=CC=CN=2)CC1.N1C=CC(B(O)O)=CC=1>>[C:1]([O:5][C@@H:6]([C:10]1[C:30]([CH3:31])=[CH:29][C:13]2[N:14]=[C:15]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([N:23]4[CH2:28][CH2:27][N:40]([CH3:39])[CH2:25][CH2:24]4)[CH:18]=3)[S:16][C:12]=2[C:11]=1[C:32]1[CH:33]=[CH:34][C:35]([Cl:38])=[CH:36][CH:37]=1)[C:7]([OH:9])=[O:8])([CH3:3])([CH3:2])[CH3:4]

Participants

3

Reactant 2

HCID 86700234(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-morpholinopyridin-4-yl)benzo[d]thiazol-6-yl)acetic acidHCID 867002372-(4-Methylpiperazino)pyridine 4-pyridine boronic acid

Product 1

HCID 86700236(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(4-methylpiperazin-1-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)acetic acid

Procedure

Prepared in a manner similar to (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-morpholinopyridin-4-yl)benzo[d]thiazol-6-yl)acetic acid except 2-(4-methylpiperazino)pyridine-4-pyridine boronic acid using instead of 2-morpholinopyridine-4-boronic acid. LCMS-ESI+: calc'd for C30H34ClN3O3S: 565.2 (M+H+); Found: 565.3 (M+H+); 1H NMR (400 MHz, CD3OD) δ 8.30 (d, J=4.8 Hz, 1H), 7.89 (s, 1H), 7.68 (d, J=8.9 Hz, 1H), 7.64-7.47 (m, 4H), 7.34 (d, J=5.1 Hz, 1H), 5.26 (s, 1H), 4.77-4.38 (m, 2H), 3.78-3.04 (m, 2H), 2.97 (s, 3H), 2.62 (s, 3H), 0.97 (s, 9H).

Sources & evidence

ORD record
ord-f3fcb71e777747e2b367bf60bea76292
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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