Triethylamine → HCID 59020397, compound

HRID 1785298Notes

Reaction equation

HRID 1785298 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.C(N(CC)CC)C.[CH3:17][C:18]([O:21][C:22](=[O:28])[NH:23][CH2:24][CH2:25][CH2:26][NH2:27])([CH3:20])[CH3:19]>C(#N)C>[C:18]([O:21][C:22](=[O:28])[NH:23][CH2:24][CH2:25][CH2:26][NH:27][C:3]1[C:2]([Br:1])=[CH:7][N:6]=[C:5]([Cl:8])[N:4]=1)([CH3:20])([CH3:17])[CH3:19]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2899735-Bromo-2,4-dichloropyrimidineHCID 2735700tert-Butyl (3-aminopropyl)carbamate

Product 1

HCID 59020397HCID 59020397, compoundYield 85.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 5-bromo-2,4-dichloro-pyrimidine (1.4 g) in acetonitrile (10 mL) at 0° C. was added triethylamine (0.94 mL) and 3-aminopropylcarbamic acid-1,1-dimethylethyl ester (1.0 g). After removing the cooling bath the reaction mixture was stirred overnight at room temperature. The reaction mixture was concentrated and to the residue water (20 mL) was added. The precipitate was collected, washed with water and ether to afford the title compound (1.8 g).

Workup

  1. customAfter removing the cooling bath the reaction mixture
  2. concentrationThe reaction mixture was concentrated and to the residue water (20 mL)
  3. additionwas added
  4. customThe precipitate was collected
  5. washwashed with water and ether

Sources & evidence

ORD record
ord-8ce7055e0983477da284dafc7868d5ab
Source dataset
uspto-grants-2009_03
Patent number
US07504410B2

Reaction notes

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