Diisopropylethylamine → HCID 58446994, compound

HRID 1045771Notes

Reaction equation

HRID 1045771 reaction equation
[Br:1][C:2]1[C:3]([NH2:9])=[N:4][C:5](Cl)=[N:6][CH:7]=1.C(N(CC)C(C)C)(C)C.[N:19]1([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[NH2:9][C:3]1[C:2]([Br:1])=[CH:7][N:6]=[C:5]([N:22]2[CH2:21][CH2:20][N:19]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:24][CH2:23]2)[N:4]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 27632934-Amino-5-bromo-2-chloropyrimidine

Product 1

HCID 58446994HCID 58446994, compoundYield 65%

Procedure

A 100 mL round bottom flask was charged with 5-bromo-2-chloropyrimidin-4-amine (8.0 g, 40 mmol), N,N-diisopropylethylamine (16.0 g, 120 mmol) and tert-butyl piperazine-1-carboxylate (11.0 g, 60 mmol). The resulting mixture was heated at reflux overnight. Work-up: the solvent was evaporated. The residue was re-crystallized from ethanol to afford 9.0 g (65%) of the product as a white solid. MS m/z: 358 (M+H+).

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux overnight
  3. customthe solvent was evaporated
  4. customThe residue was re-crystallized from ethanol

Sources & evidence

ORD record
ord-39fe9898aa5b4354b33613d0506b52f7
Source dataset
uspto-grants-2013_10
Patent number
US08569300B2

Reaction notes

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