Diisopropylethylamine → HCID 58016012, compound

HRID 2189295Notes

Reaction equation

HRID 2189295 reaction equation
[CH2:1]([NH:4][CH:5]([CH2:8][CH3:9])[CH2:6][CH3:7])[CH:2]=[CH2:3].[Br:10][C:11]1[C:12](Cl)=[N:13][C:14]([Cl:17])=[N:15][CH:16]=1.C(N(C(C)C)CC)(C)C>C(O)(C)C>[CH2:1]([N:4]([C:12]1[C:11]([Br:10])=[CH:16][N:15]=[C:14]([Cl:17])[N:13]=1)[CH:5]([CH2:8][CH3:9])[CH2:6][CH3:7])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 2899735-Bromo-2,4-dichloropyrimidineHCID 28419977HCID 28419977, compound

Product 1

HCID 58016012HCID 58016012, compoundYield 173.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a solution of allyl-(1-ethyl-propyl)-amine (1.27 g, 10 mmol) is added anhydrous isopropanol (50 mL) and 5-bromo-2,4-dichloropyrimidine (3.0 g, 5 mmol) and diisopropylethylamine (2.61 mL, 15 mmol) at ambient temperature. The reaction mixture is stirred overnight and concentrated in vacuo. The residue is purified with column chromatography (SiO2, EtOAC/hexane 1:5) to give 2.76 g of allyl-(5-bromo-2-chloro-pyrimidin-4-yl)-(1-ethyl-propyl)-amine.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue is purified with column chromatography (SiO2, EtOAC/hexane 1:5)

Sources & evidence

ORD record
ord-c41cd0135b8e4152a198f141fe16c02f
Source dataset
uspto-grants-2012_12
Patent number
US08324225B2

Reaction notes

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