Triethylamine → HCID 86617567, compound

HRID 2234352

Reaction equation

HRID 2234352 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[CH3:10][NH:11][C:12](=[O:19])[CH2:13][CH2:14][NH:15][CH:16]([CH3:18])[CH3:17].CCN(CC)CC>CC#N>[Br:1][C:2]1[C:3]([N:15]([CH:16]([CH3:18])[CH3:17])[CH2:14][CH2:13][C:12]([NH:11][CH3:10])=[O:19])=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2899735-Bromo-2,4-dichloropyrimidineHCID 283071583-(Isopropylamino)-N-methylpropanamide2×

Product 1

HCID 86617567HCID 86617567, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-Bromo-2,4-dichloropyrimidine (1.83 g, 8.00 mmol), N-methyl-3-(propan-2-ylamino)propanamide (Intermediate 14, 1.16 g, 8.00 mmol) and Et3N (1.2 mL, 8.16 mmol) were combined in MeCN (50 mL) and shaken at ambient temperature for 3 days before the solvent was removed under reduced pressure. Purification by column chromatography (SiO2, eluent gradient 2-10% MeOH to DCM) to afford the title compound (2.08 g, 78%) as a gum.

Workup

  1. customwas removed under reduced pressure
  2. customPurification by column chromatography (SiO2, eluent gradient 2-10% MeOH to DCM)

Sources & evidence

ORD record
ord-2f21a35b607441999b26f4ec50a58342
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Linked notes

Loading…