Tert-Butylamine → HCID 19428522, compound

HRID 1441133Notes

Reaction equation

HRID 1441133 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[Cl:6][C:7]1[N:12]=[C:11](Cl)[CH:10]=[C:9]([Cl:14])[N:8]=1.C(N(C(C)C)CC)(C)C>>[C:1]([NH:5][C:11]1[CH:10]=[C:9]([Cl:14])[N:8]=[C:7]([Cl:6])[N:12]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 6385Tert-ButylamineHCID 773782,4,6-TrichloropyrimidineHCID 81531Diisopropylethylamine

Product 1

HCID 19428522HCID 19428522, compound

Procedure

Tert-butylamine (II, 6.23 ml) is slowly added to 2,4,6-trichloropyrimidine (I, 10.0 g) at -20° (temp. rose to -14°). Diisopropylethylamine (9.50 ml) is added and the mixture is stirred at 20°-25° for 72 hours. Basic workup (ethyl acetate, 1N potassium bicarbonate, magnesium sulfate) and purification by flash chromatography eluting with hexane/ethyl acetate (9/1), pooling and concentrating the desired fractions gives the title compound, mp 192°-193°; NMR (CDCl3) 6.29, 1.44δ.

Workup

  1. customBasic workup (ethyl acetate, 1N potassium bicarbonate, magnesium sulfate) and purification by flash chromatography
  2. washeluting with hexane/ethyl acetate (9/1)
  3. concentrationconcentrating the desired fractions

Sources & evidence

ORD record
ord-a79cfc6ff0824ae386fa1d61487658aa
Source dataset
uspto-grants-1996_03
Patent number
US05502187

Reaction notes

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