1-(5-Bromo-3-phenoxypyridin-2-yl)thiourea → 3-((2-(5-Bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)methyl)-1-methylpyrrolidin-2-one

HRID 1806150Notes

Reaction equation

HRID 1806150 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:5]([NH:8][C:9](=[S:11])[NH2:10])=[N:6][CH:7]=1.Br[CH2:20][C:21](=O)[CH2:22][CH:23]1[CH2:27][CH2:26][N:25]([CH3:28])[C:24]1=[O:29]>>[Br:1][C:2]1[CH:3]=[C:4]([O:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:5]([NH:8][C:9]2[S:11][CH:20]=[C:21]([CH2:22][CH:23]3[CH2:27][CH2:26][N:25]([CH3:28])[C:24]3=[O:29])[N:10]=2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 866314811-(5-Bromo-3-phenoxypyridin-2-yl)thioureaHCID 866315243-(3-Bromo-2-oxopropyl)-1-methylpyrrolidin-2-one

Product 1

HCID 577426093-((2-(5-Bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)methyl)-1-methylpyrrolidin-2-one

Procedure

Prepared according to the method of Example 391, Step C, from 1-(5-bromo-3-(phenoxypyridin-2-yl)thiourea and 3-(3-bromo-2-oxopropyl)-1-methylpyrrolidin-2-one. 1H NMR (DMSO-d6 δ 1.60-1.72 (m, 1H), 2.08-2.14 (m, 1H), 2.51-2.58 (m, 1H), 2.68-2.78 (m, 5H), 3.02 (d, 1H), 3.21-3.29 (m, 2H), 6.80 (s, 1H), 7.13-7.47 (m, 6H), 8.25 (s, 1H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-c82b4d711ee54139b4dab1c75089c15f
Source dataset
uspto-grants-2013_01
Patent number
US08354540B2

Reaction notes

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