Water → N-[2-(4-Fluorophenoxy)ethyl]-N'-(7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)urea

HRID 30538Notes

Reaction equation

HRID 30538 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][NH2:9])=[CH:4][CH:3]=1.C1([O:18][C:19](=O)[NH:20][C:21]2[C:30]3[CH2:29][CH:28]([OH:31])[CH2:27][CH2:26][C:25]=3[CH:24]=[CH:23][CH:22]=2)C=CC=CC=1.O>CS(C)=O>[F:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][NH:9][C:19]([NH:20][C:21]2[C:30]3[CH2:29][CH:28]([OH:31])[CH2:27][CH2:26][C:25]=3[CH:24]=[CH:23][CH:22]=2)=[O:18])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 31358492-(4-Fluorophenoxy)ethanamineHCID 59731048Phenyl (7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)carbamate

Product 1

HCID 9798211N-[2-(4-Fluorophenoxy)ethyl]-N'-(7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)ureaYield 89.2%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To 2-(4-Fluorophenoxy)ethylamine (27.4 mg, 0.18 mmol) was added a solution of (7-Hydroxy-5,6,7,8-tetrahydro-naphthalen-1-yl)-carbamic acid phenyl ester (50.0 mg, 0.18 mmol) in 1.5 mL dimethylsulfoxide. The mixture was stirred for 40 minutes, and then poured into water. The resulting solid was filtered and dried under reduced pressure (54.2 mg, 89.2% yield).

Workup

  1. filtrationThe resulting solid was filtered
  2. customdried under reduced pressure (54.2 mg, 89.2% yield)

Sources & evidence

ORD record
ord-a01ed4381c1e4a8b800c8cca04785229
Source dataset
uspto-grants-2008_09
Patent number
US07423175B2

Reaction notes

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