Dimethylformamide → HCID 58015786, compound

HRID 2189276Notes

Reaction equation

HRID 2189276 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH:9]([CH2:12][CH3:13])[CH2:10][CH3:11])[C:5]([NH2:14])=[CH:4][N:3]=1.CN([CH:18]=[O:19])C.C(N1C=CN=C1)(N1C=CN=C1)=O>CCOC(C)=O>[Cl:1][C:2]1[N:7]=[C:6]2[C:5]([NH:14][C:18](=[O:19])[N:8]2[CH:9]([CH2:12][CH3:13])[CH2:10][CH3:11])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 682631,1'-CarbonyldiimidazoleHCID 58016005HCID 58016005, compound

Product 1

HCID 58015786HCID 58015786, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

To a microwave vial is added the crude (2-Chloro-5-amino-pyrimidin-4-yl)-(1-ethyl-propyl)-amine (0.5 g, 2.329 mmol) and anhydrous DMF (15 ml) followed by 1,1′-carbonyldiimidazole (1.133 g, 6.987 mmol). Sealed vial and microwave heated at 100° C. for 10 min. The reaction mixture is diluted with EtOAc, washed with water, dried over Na2SO4, and concentrated in vacuo. Purification with column chromatography (SiO2, 1:1 EtOAC/Hexane) gives the desired product.

Workup

  1. customSealed vial
  2. washwashed with water
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customPurification with column chromatography (SiO2, 1:1 EtOAC/Hexane)

Sources & evidence

ORD record
ord-3a0c2ed4c0a844068e41316f4f23f848
Source dataset
uspto-grants-2012_12
Patent number
US08324225B2

Reaction notes

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