Water → HCID 54384458, compound

HRID 726318Notes

Reaction equation

HRID 726318 reaction equation
O([C:8]([NH:10][C:11]1[CH:23]=[CH:22][C:14]([CH:15]=[CH:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:13][CH:12]=1)=[O:9])C1C=CC=CC=1.[NH2:24][C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1.C(N(CC)CC)C.O>CN(C)C=O>[N:27]1[CH:28]=[CH:29][CH:30]=[C:25]([NH:24][C:8](=[O:9])[NH:10][C:11]2[CH:12]=[CH:13][C:14]([CH:15]=[CH:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:22][CH:23]=2)[CH:26]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 100093-AminopyridineHCID 54052177HCID 54052177, compound

Product 1

HCID 54384458HCID 54384458, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of ethyl 4-(phenoxycarbonylamino)cinnamate (500 mg), 3-aminopyridine (154 mg) and triethylamine (325 mg) in N,N-dimethylformamide (5 ml) was stirred for 2 hours at 80° C. Water was added thereto, and the resulting precipitate was collected by filtration to give ethyl 4-[3-(3-pyridyl)ureido]cinnamate (307 mg) as a colorless powder.

Workup

  1. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-ac04ccaccc314f16a31e585d16dc4fe2
Source dataset
uspto-grants-1998_01
Patent number
US05708173

Reaction notes

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