Ethyl Acetate → HCID 15684659, compound

HRID 728127Notes

Reaction equation

HRID 728127 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2[N:11]=[C:12]3[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][N:13]3[C:19]=2[CH3:20])=[CH:4][C:3]=1[OH:21].[CH3:22][N:23]=[C:24]=[O:25].C(OCC)(=O)C>O1CCCC1.CO>[CH3:20][C:19]1[N:13]2[CH:14]=[CH:15][C:16]([CH3:18])=[CH:17][C:12]2=[N:11][C:10]=1[CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:24]([NH:23][CH3:22])=[O:25])=[C:3]([OH:21])[CH:4]=1

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 12228Methyl IsocyanateHCID 15684642HCID 15684642, compound

Product 1

HCID 15684659HCID 15684659, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The mixture of 2-[2-(4-amino-3-hydroxyphenyl)ethyl]-3,7-dimethylimidazo[1,2-a]pyridine (2.5 g) and methyl isocyanate (0.6 ml) in tetrahydrofuran (25 ml) and methanol (2.5 ml) was stirred for 1 hour at ambient temperature. To the reaction mixture was added ethyl acetate (30 ml) and the precipitate was collected by filtration. The precipitate was washed with ethyl acetate and dried to give 3,7-dimethyl-2-[2-{3-hydroxy-4-(3-methylureido)phenyl}ethyl]imidazo[1,2-a]pyridine (2.92 g).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washThe precipitate was washed with ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-d30d94d43f284cd3938420394d824554
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

Loading…