4-[2-hydroxy-3-(N,N-dimethylamino)propoxy]aniline hydrochloride → 5-Bromo-2-{4-[2-hydroxy-3-(N,N-dimethylamino)propoxy]anilino}-4-(phenylthio)pyrimidine

HRID 49799Notes

Reaction equation

HRID 49799 reaction equation
[Br:1][C:2]1[C:3]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:4][C:5](Cl)=[N:6][CH:7]=1.Cl.[OH:17][CH:18]([CH2:28][N:29]([CH3:31])[CH3:30])[CH2:19][O:20][C:21]1[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=1>>[Br:1][C:2]1[C:3]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:4][C:5]([NH:25][C:24]2[CH:26]=[CH:27][C:21]([O:20][CH2:19][CH:18]([OH:17])[CH2:28][N:29]([CH3:30])[CH3:31])=[CH:22][CH:23]=2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 227319204-[2-hydroxy-3-(N,N-dimethylamino)propoxy]aniline hydrochlorideHCID 790726395-Bromo-2-chloro-4-(phenylthio)pyrimidine

Product 1

HCID 99128065-Bromo-2-{4-[2-hydroxy-3-(N,N-dimethylamino)propoxy]anilino}-4-(phenylthio)pyrimidine

Procedure

Using an analogous method to that described in Example 1, but starting from 5-bromo-2-chloro-4-(phenylthio)pyrimidine (Method 6) and 4-[2-hydroxy-3-(N,N-dimethylamino) propoxy]aniline hydrochloride (Method 8), the product was obtained. NMR: 2.2 (s, 6H), 2.3 (m, 2H), 3.7 (m, 1H), 3.9 (m, 2H), 4.7 (d, 1H), 6.5 (d, 2H), 7.0 (d, 2H), 7.6 (5H), 8.3 (s, 1H), 9.5 (s, 1H); MS (MH+): 475, 477.

Workup

  1. customthe product was obtained

Sources & evidence

ORD record
ord-0b1c4103861d4b378cfced909516588f
Source dataset
uspto-grants-2004_03
Patent number
US06710052B2

Reaction notes

Loading…