5-Bromo-1-methyl-2-oxoindoline → HCID 86700270, compound

HRID 879460Notes

Reaction equation

HRID 879460 reaction equation
[C:1]([O:5][C@@H:6]([C:10]1[C:35]([CH3:36])=[CH:34][C:13]2[N:14]=[C:15]([C:17]3[CH:22]=[CH:21][N:20]=[C:19](C4C=CC=C5C=4CC(=O)N5C)[CH:18]=3)[S:16][C:12]=2[C:11]=1[C:37]1[CH:42]=[CH:41][C:40]([Cl:43])=[CH:39][CH:38]=1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2].Br[C:45]1[CH:46]=[C:47]2[C:51](=[CH:52][CH:53]=1)[N:50]([CH3:54])[C:49](=[O:55])[CH2:48]2>>[C:1]([O:5][C@@H:6]([C:10]1[C:35]([CH3:36])=[CH:34][C:13]2[N:14]=[C:15]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([C:45]4[CH:46]=[C:47]5[C:51](=[CH:52][CH:53]=4)[N:50]([CH3:54])[C:49](=[O:55])[CH2:48]5)[CH:18]=3)[S:16][C:12]=2[C:11]=1[C:37]1[CH:42]=[CH:41][C:40]([Cl:43])=[CH:39][CH:38]=1)[C:7]([OH:9])=[O:8])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 24326665-Bromo-1-methyl-2-oxoindolineHCID 86700271HCID 86700271, compound

Product 1

HCID 86700270HCID 86700270, compound

Procedure

(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(1-methyl-2-oxoindolin-5-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)acetic acid was prepared using in a similar manner as (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(1-methyl-2-oxoindolin-4-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)acetic acid, except 5-bromo-1-methylindolin-2-one was used instead of 4-bromo-1-methylindolin-2-one. LCMS-ESI+: calc'd for C34H31ClN3O4S: 612.1 (M+H+); Found: 612.2 (M+H+). 1H NMR (400 MHz, CD3OD) δ: 8.61 (d, 1H), 8.36 (s, 1H), 7.94 (d, 1H), 7.89 (m, 1H), 7.84 (m, 2H), 7.61-7.59 (m, 1H), 7.54-7.50 (m, 3H), 7.03 (d, 1H), 5.18 (s, 1H), 3.55 (s, 2H), 3.14 (s, 3H), 2.53 (s, 3H), 0.89 (s, 9H).

Sources & evidence

ORD record
ord-bfbf37d3d19f41ee8bfd03875e5a58ac
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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