HCID 10827825, compound → HCID 10090290, compound

HRID 1432836Notes

Reaction equation

HRID 1432836 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][CH:9]([OH:12])[CH2:8][CH2:7]2.C1([O:19][C:20](=O)[NH:21][C:22]2[CH:27]=[CH:26][C:25]([O:28][C:29]([F:32])([F:31])[F:30])=[CH:24][CH:23]=2)C=CC=CC=1>CS(C)=O>[OH:12][CH:9]1[CH2:10][C:11]2[C:2]([NH:1][C:20]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][C:29]([F:30])([F:31])[F:32])=[CH:24][CH:23]=3)=[O:19])=[CH:3][CH:4]=[CH:5][C:6]=2[CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 10827825HCID 10827825, compoundHCID 230669958-Amino-1,2,3,4-tetrahydronaphthalen-2-ol

Product 1

HCID 10090290HCID 10090290, compoundYield 21.2%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 8-amino-1,2,3,4tetrahydro-naphthalen-2-ol (32.6 mg, 0.20 mmol) and (4trifluoromethoxy-phenyl)-carbamic acid phenyl ester (59.5 mg, 0.20 mmol) in DMSO (1.0 ml) was stirred at 100° C. for 1.5 hours. The mixture-was concentrated under reduced pressure, and then purified by preparatory HPLC to obtain N-(7-hydroxy-5,6,7,8-tetrahydro-naphthalen-1-yl)-N′-(4-trifluoromethoxy-phenyl)-urea (15.5 mg, 21% yield).

Workup

  1. concentrationThe mixture-was concentrated under reduced pressure
  2. custompurified by preparatory HPLC

Sources & evidence

ORD record
ord-cfc2e390c0bc4be8b8813b6330c88263
Source dataset
uspto-grants-2009_11
Patent number
US07612113B2

Reaction notes

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