Diethylamine → HCID 22063999, compound

HRID 1828204Notes

Reaction equation

HRID 1828204 reaction equation
[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][C:10]([C:12]3[C:13]([C:20]4[CH:21]=[C:22]([CH3:26])[CH:23]=[CH:24][CH:25]=4)=[N:14][N:15]([CH2:17][CH:18]=[O:19])[CH:16]=3)=[CH:11][C:6]=2[N:5]([CH2:27][CH3:28])[C:4]1=[O:29])[CH3:2].C(I)C=C.[CH2:34]([NH:36][CH2:37]C)[CH3:35]>O>[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][C:10]([C:12]3[C:13]([C:20]4[CH:21]=[C:22]([CH3:26])[CH:23]=[CH:24][CH:25]=4)=[N:14][N:15]([CH2:17][CH:18]([OH:19])[CH2:37][NH:36][CH2:34][CH3:35])[CH:16]=3)=[CH:11][C:6]=2[N:5]([CH2:27][CH3:28])[C:4]1=[O:29])[CH3:2]

Participants

5

Reactant 3

HCID 8021DiethylamineHCID 11166Allyl iodideHCID 86587987HCID 86587987, compound

Product 1

HCID 22063999HCID 22063999, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1,3-Diethyl-5-(1-oxiranylmethyl-3-m-tolyl-1H-pyrazol-4-yl)-1,3-dihydro-benzoimidazol-2-one (obtained using a method similar to that for [4-(1,3-Diethyl-2-oxo-2,3-dihydro-1H-benzoimidazol-5-yl)-3-m-tolyl-pyrazol-1-yl]-acetaldehyde, substituting epibromohydrin for allyl iodide) (0.016 g) was diluted with diethylamine (0.3 mL, as a 70% solution in water) and stirred at 23° C. for 0.5 hours. Azeotropic removal of the water with toluene gave 1,3-Diethyl-5-[1-(3-ethylamino-2-hydroxy-propyl)-3-m-tolyl-1H-pyrazol-4-yl]-1,3-dihydro-benzoimidazol-2-one.

Workup

  1. customAzeotropic removal of the water with toluene

Sources & evidence

ORD record
ord-8d85c71d02a548e8b93f48b299700ce4
Source dataset
uspto-grants-2006_06
Patent number
US07056918B2

Reaction notes

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