Diisopropylethylamine → HCID 86690166, compound

HRID 336363Notes

Reaction equation

HRID 336363 reaction equation
CCN(C(C)C)C(C)C.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.[CH2:43]([C:45]1[N:50]=[CH:49][NH:48][C:47](=O)[CH:46]=1)[CH3:44].[C:52]([O:56][C:57]([N:59]1[CH2:64][CH2:63][NH:62][CH2:61][CH2:60]1)=[O:58])([CH3:55])([CH3:54])[CH3:53]>CN(C=O)C>[C:52]([O:56][C:57]([N:59]1[CH2:64][CH2:63][N:62]([C:47]2[CH:46]=[C:45]([CH2:43][CH3:44])[N:50]=[CH:49][N:48]=2)[CH2:61][CH2:60]1)=[O:58])([CH3:55])([CH3:53])[CH3:54]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 2724699PyBOPHCID 1354076886-Ethylpyrimidin-4-ol

Product 1

HCID 86690166HCID 86690166, compoundYield 57.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4 mL DIPEA and 3 g PYBOP was added to 2.9 g 6-ethyl-3H-pyrimidin-4-one in 10 mL DMF. The reaction was stirred 5 min at ambient temperature and 1.1 g piperazine-1-carboxylic acid tert-butyl ester was added. The reaction was stirred overnight at RT. The solvent was removed and the residue was purified by HPLC to give 1 g of the desired compound.

Workup

  1. stirringThe reaction was stirred overnight at RT
  2. customThe solvent was removed
  3. customthe residue was purified by HPLC

Sources & evidence

ORD record
ord-b5208945adbd40a7b9be0d39b681567e
Source dataset
uspto-grants-2014_11
Patent number
US08889677B2

Reaction notes

Loading…