N,N,N',N'-Tetramethylazodicarboxamide → HCID 86597824, compound

HRID 1242533Notes

Reaction equation

HRID 1242533 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=1[CH3:16])([CH3:7])[CH3:6])[CH3:2].[F:18][C:19]([F:40])([F:39])[O:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]2[N:32]=[C:31]([C:33]([F:36])([F:35])[F:34])[C:30]([CH2:37]O)=[CH:29][CH:28]=2)=[CH:23][CH:22]=1.CN(C)C(N=NC(N(C)C)=O)=O.C(P(CCCC)CCCC)CCC>>[CH2:1]([O:3][C:4](=[O:17])[C:5]([CH3:6])([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:37][C:30]2[C:31]([C:33]([F:35])([F:34])[F:36])=[N:32][C:27]([C:24]3[CH:23]=[CH:22][C:21]([O:20][C:19]([F:40])([F:18])[F:39])=[CH:26][CH:25]=3)=[CH:28][CH:29]=2)=[CH:11][C:10]=1[CH3:16])[CH3:7])[CH3:2]

Participants

5

Reactant 4

HCID 4278N,N,N',N'-TetramethylazodicarboxamideHCID 13831TributylphosphineHCID 16756990Ethyl 2-(4-hydroxy-2-methylphenoxy)-2-methylpropanoateHCID 21935734HCID 21935734, compound

Product 1

HCID 86597824HCID 86597824, compound

Procedure

In analogy to the procedure described in example 43E], 2-(4-hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester (described in WO 02/092590) was reacted with [6-(4-trifluoromethoxy-phenyl)-2-trifluoromethyl-pyridin-3-yl]-methanol in the presence of N,N,N′,N′-tetramethylazodicarboxamide and tributylphosphine to give the title compound as colorless oil.

Sources & evidence

ORD record
ord-98cc6c6155ff4b71b500eadb5735a8dd
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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