Ethyl isocyanate → HCID 67295523, compound

HRID 628983Notes

Reaction equation

HRID 628983 reaction equation
[CH2:1]([N:3]=[C:4]=[O:5])[CH3:2].[CH2:6]([O:8][C:9]([C:11]1[C:16]([O:17][CH2:18][CH3:19])=[C:15]([N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)[N:14]=[C:13]([C:26]2[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=2)[N:12]=1)=[O:10])[CH3:7]>C1(C)C=CC=CC=1>[CH2:6]([O:8][C:9]([C:11]1[C:16]([O:17][CH2:18][CH3:19])=[C:15]([N:20]2[CH2:21][CH2:22][O:23][CH2:24][CH2:25]2)[N:14]=[C:13]([C:26]2[CH:27]=[CH:28][C:29]([O:32][C:4](=[O:5])[NH:3][CH2:1][CH3:2])=[CH:30][CH:31]=2)[N:12]=1)=[O:10])[CH3:7]

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 136352316HCID 136352316, compound

Product 1

HCID 67295523HCID 67295523, compoundYield 25.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Ethyl isocyanate (0.013 ml, 1.5 eq.) was added to a stirred solution of 2-(4-hydroxy-phenyl)-5-ethoxy-6-morpholin-4-yl-pyrimidine-4-carboxylic acid ethyl ester (40 mg, 1 eq.) in toluene (3 ml) and the mixture was reacted to reflux overnight. The reaction mixture was extracted with EA and washed with brine. The crude was purified by chromatography to give a product (12 mg, 25.2%).

Workup

  1. customthe mixture was reacted
  2. temperatureto reflux overnight
  3. extractionThe reaction mixture was extracted with EA
  4. washwashed with brine
  5. customThe crude was purified by chromatography

Sources & evidence

ORD record
ord-f543d2f01faa438a9e046ca8b7cace7f
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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