Water → 2-(2-Chloro-4-trifluoromethyl-phenoxy)-n-[4-(2-diethylamino-ethoxy)-3-methoxy-phenyl]-acetamide

HRID 898556Notes

Reaction equation

[Cl:1][C:2]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([OH:8])=O.C(N(CC)CC)C.[CH2:24]([N:26]([CH2:39][CH3:40])[CH2:27][CH2:28][O:29][C:30]1[CH:35]=[CH:34][C:33]([NH2:36])=[CH:32][C:31]=1[O:37][CH3:38])[CH3:25].O>O1CCCC1>[Cl:1][C:2]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([NH:36][C:33]1[CH:34]=[CH:35][C:30]([O:29][CH2:28][CH2:27][N:26]([CH2:39][CH3:40])[CH2:24][CH3:25])=[C:31]([O:37][CH3:38])[CH:32]=1)=[O:8]

Participants

Conditions

Temperature: 50 °C

Procedure

171 mg (0.82 mmol) of CDl was added to a solution of 185 mg (0.73 mmol) of (2-chloro-4-trifluoromethyl-phenoxy)-acetic acid (cf intermediate product Z2b) in 5 mL tetrahydrofuran and the reaction mixture was stirred for 30 minutes at 50° C. Then 0.1 mL (0.73 mmol) of triethylamine and 200 mg (0.73 mmol) of 4-(2-diethylamino-ethoxy)-3-methoxy-phenylamine (see intermediate product Z6b) were added and the solution was stirred for 16 hours at RT. The reaction solution was added to water and stirred for 45 minutes at RT. After filtration the residue was dried in the circulating air dryer.

Workup

stirringthe solution was stirred for 16 hours at RT
stirringstirred for 45 minutes at RT
filtrationAfter filtration the residue
customwas dried in the circulating air dryer

Sources & evidence

ORD record: ord-9189804093d349239b759a344c3f186e
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07351719B2

Reaction notes

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