1,2-Ethanediamine, N1,N1,N2-trimethyl- → HCID 86610343, compound

HRID 1951227Notes

Reaction equation

HRID 1951227 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][NH:5][CH3:6].CS([C:11]1[N:16]=[C:15]([C:17]2[S:21][C:20]([NH2:22])=[N:19][C:18]=2[CH3:23])[CH:14]=[C:13]([CH3:24])[N:12]=1)=O>CN1C(=O)CCC1>[NH2:22][C:20]1[S:21][C:17]([C:15]2[CH:14]=[C:13]([CH3:24])[N:12]=[C:11]([N:5]([CH3:6])[CH2:4][CH2:3][N:2]([CH3:7])[CH3:1])[N:16]=2)=[C:18]([CH3:23])[N:19]=1

Participants

4

Reactant 2

HCID 673381,2-Ethanediamine, N1,N1,N2-trimethyl-HCID 86610340HCID 86610340, compound

Product 1

HCID 86610343HCID 86610343, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
70 °C

Procedure

N,N,N′-Trimethyl-ethane-1,2-diamine (0.62 g, 6.16 mmol) is added to a stirred solution of 5-(2-methanesulfinyl-6-methyl-pyrimidin-4-yl)-4-methyl-thiazol-2-ylamine (Intermediate AD, 0.33 g, 1.23 mmol) in NMP (15 ml). The reaction is heated at 70° C. for 18 hours then the solvent is removed in vacuo. The residue is purified by reverse phase chromatography (C18 Jones Flashmaster™ chromatographic system, gradient elution conditions MeCN/H2O) to give the titled product.

Workup

  1. customthe solvent is removed in vacuo
  2. customThe residue is purified by reverse phase chromatography (C18 Jones Flashmaster™ chromatographic system, gradient elution conditions MeCN/H2O)

Sources & evidence

ORD record
ord-837d296aa70c4e3f8fe21f2f414f13f4
Source dataset
uspto-grants-2013_03
Patent number
US08404684B2

Reaction notes

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