Hydrogen Bromide → HCID 49788132, compound

HRID 1968550Notes

Reaction equation

HRID 1968550 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[CH:5]([C:16]#[N:17])[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][N:12]=[C:11]([NH2:15])[N:10]=1)=O)[CH3:2].[BrH:19]>CCOCC.C(Cl)Cl.CC(O)=O>[CH2:1]([O:3][C:4]([C:5]1[CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH2:15])[N:10]=2)[NH:17][C:16]=1[Br:19])=[O:18])[CH3:2]

Participants

6

Reactant 2

HCID 260Hydrogen BromideHCID 49788129HCID 49788129, compound

Product 1

HCID 49788132HCID 49788132, compoundYield 88%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 4-(2-amino-pyrimidin-4-yl)-2-cyano-4-oxo-butyric acid ethyl ester (364 mg, 1.47 mmol) in anhydrous Et2O and DCM (1:1 10 mL) was added dropwise to 4.5 mL of 33% HBr in AcOH at 0° C. The mixture was left at 0° C. for 30 min and then at rt until disappearance of the starting material. The solid was filtered, washed with acetone and MeOH, neutralized with 7N NH3 in MeOH to afford 400 mg (88%) of the title compound.

Workup

  1. customat rt
  2. filtrationThe solid was filtered
  3. washwashed with acetone and MeOH

Sources & evidence

ORD record
ord-5bf71a72427740a0aac3d6cf4f9d826f
Source dataset
uspto-grants-2013_04
Patent number
US08426417B2

Reaction notes

Loading…