Methyl Isocyanate → HCID 19030997, compound

HRID 266807Notes

Reaction equation

HRID 266807 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:30]=[CH:29][C:9]([C:10]([N:12]2[CH2:17][CH2:16][CH:15]([N:18]3[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH2:22][CH2:21][C:19]3=[O:20])[CH2:14][CH2:13]2)=[O:11])=[CH:8][CH:7]=1.[CH3:31][N:32]=[C:33]=[O:34]>CC(C)=O>[CH3:31][NH:32][C:33](=[O:34])[NH:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([C:10]([N:12]2[CH2:13][CH2:14][CH:15]([N:18]3[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH2:22][CH2:21][C:19]3=[O:20])[CH2:16][CH2:17]2)=[O:11])=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 14969544HCID 14969544, compound

Product 1

HCID 19030997HCID 19030997, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1-{1-[4-(3-Aminopropoxy)benzoyl]-4-piperidinyl}-3,4-dihydrocarbostyril (0.5 g), methylisocyanate (0.15 ml) and acetone (10 ml) are heated at 100° C. for 18 hours in an autoclave. Acetone is distilled off and the residue is purified by silica gel column chromatography (solvent: methylene chloride:methanol=100-50:1) to give 1-{1-[4-(3-(3-methylureido)propoxy)benzoyl]-4-piperidinyl}-3,4-dihydrocarbostyril (0.19 g).

Workup

  1. distillationAcetone is distilled off
  2. customthe residue is purified by silica gel column chromatography (solvent: methylene chloride:methanol=100-50:1)

Sources & evidence

ORD record
ord-cee2c9c669704f26a481c1b7f68a398a
Source dataset
uspto-grants-1997_07
Patent number
US05652247

Reaction notes

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