Ethyl Acetate → HCID 15684663, compound

HRID 728146Notes

Reaction equation

HRID 728146 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]([O:18][CH3:19])[CH:15]=[CH:14][N:13]3[C:20]=2[CH3:21])=[CH:4][C:3]=1[OH:22].[CH3:23][N:24]=[C:25]=[O:26].C(OCC)(=O)C>O1CCCC1.CO>[OH:22][C:3]1[CH:4]=[C:5]([CH2:8][CH2:9][C:10]2[N:11]=[C:12]3[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][N:13]3[C:20]=2[CH3:21])[CH:6]=[CH:7][C:2]=1[NH:1][C:25]([NH:24][CH3:23])=[O:26]

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 12228Methyl IsocyanateHCID 15684646HCID 15684646, compound

Product 1

HCID 15684663HCID 15684663, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-[2-(4-amino-3-hydroxyphenyl)ethyl]-7-methoxy-3-methylimidazo[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 resulting precipitate was collected by filtration. The precipitate was washed with ethyl acetate and dried to give 2-[2-{3-hydroxy-4-(3-methylureido)phenyl}ethyl]-7-methoxy-3-methylimidazo[1,2-a]pyridine (2.11 g).

Workup

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

Sources & evidence

ORD record
ord-b88fcf7b8bc04a2ea748cf6e51774110
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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