5-bromo-2-chloro-N-phenylpyrimidin-4-amine → 4-Anilino-5-bromo-2-(4-{N-[2-hydroxy-3-(N,N-dimethylamino)propyl]-N-methylamino}anilino)pyrimidine

HRID 1357535Notes

Reaction equation

HRID 1357535 reaction equation
[NH:1]([C:8]1[C:13]([Br:14])=[CH:12][N:11]=[C:10](Cl)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:16][CH:17]([CH2:28][N:29]([CH3:31])[CH3:30])[CH2:18][N:19]([C:21]1[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=1)[CH3:20]>>[NH:1]([C:8]1[C:13]([Br:14])=[CH:12][N:11]=[C:10]([NH:25][C:24]2[CH:26]=[CH:27][C:21]([N:19]([CH2:18][CH:17]([OH:16])[CH2:28][N:29]([CH3:31])[CH3:30])[CH3:20])=[CH:22][CH:23]=2)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 114033895-bromo-2-chloro-N-phenylpyrimidin-4-amineHCID 181864574-{N-[2-hydroxy-3-(N,N-dimethylamino)propyl]-N-methylamino}aniline

Product 1

HCID 181865014-Anilino-5-bromo-2-(4-{N-[2-hydroxy-3-(N,N-dimethylamino)propyl]-N-methylamino}anilino)pyrimidine

Procedure

Using an analogous method to that described in Example 1, but starting from 4-anilino-5-bromo-2-chloropyrimidine (Method 13) and 4-{N-[2-hydroxy-3-(N,N-dimethylamino)propyl]-N-methylamino}aniline (Method 116), the product was obtained. MS (MH+): 471, 473; HPLC (RT): 4.53.

Workup

  1. customthe product was obtained
  2. customHPLC (RT)

Sources & evidence

ORD record
ord-b30554a738d147469bbff746c2f4dddb
Source dataset
uspto-grants-2003_07
Patent number
US06593326B1

Reaction notes

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