Ethyl isocyanate → HCID 15684657, compound

HRID 728125Notes

Reaction equation

HRID 728125 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[CH:19]=2)=[CH:4][C:3]=1[OH:20].[CH2:21]([N:23]=[C:24]=[O:25])[CH3:22]>O1CCCC1.CO>[CH2:21]([NH:23][C:24](=[O:25])[NH: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[CH:19]=2)=[CH:4][C:3]=1[OH:20])[CH3:22]

Participants

5

Reactant 2

HCID 8022Ethyl isocyanateHCID 15684641HCID 15684641, compound

Product 1

HCID 15684657HCID 15684657, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-[2-(4-amino-3-hydroxyphenyl)ethyl]-7-methylimidazo[1,2-a]pyridine (20.0 g) and ethyl isocyanate (7.7 ml) in a mixture of tetrahydrofuran (200 ml) and methanol (200 ml) was stirred for 2.5 hours at ambient temperature. Evaporation of the solvent gave a residue, which was triturated with ethyl acetate to give a precipitate. The precipitate was collected by filtration and dried to give 2-[2-{4-(3-ethylureido)-3-hydroxyphenyl}ethyl]-7-methylimidazo[1,2-a]pyridine (17.86 g).

Workup

  1. customEvaporation of the solvent
  2. customgave a residue, which
  3. customwas triturated with ethyl acetate
  4. customto give a precipitate
  5. filtrationThe precipitate was collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-d4de7b8260a146649aa7d21ae8b068e8
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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