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N,N,N',N'-Tetramethylazodicarboxamide → HCID 86597782, compound

HRID 890480
Notes
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Reaction equation

HRID 890480 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([OH:15])[CH:13]=2)[CH:8]=[CH:7]1)[CH3:2].[CH3:17][C:18]1[C:23]([CH2:24]O)=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=[C:20]([C:30]2[CH:35]=[CH:34][C:33]([O:36][C:37]([F:40])([F:39])[F:38])=[CH:32][CH:31]=2)[N:19]=1.C(P(CCCC)CCCC)CCC.CN(C)C(N=NC(N(C)C)=O)=O>>[CH2:1]([O:3][C:4](=[O:16])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][CH2:24][C:23]3[C:18]([CH3:17])=[N:19][C:20]([C:30]4[CH:31]=[CH:32][C:33]([O:36][C:37]([F:39])([F:38])[F:40])=[CH:34][CH:35]=4)=[CH:21][C:22]=3[C:26]([F:27])([F:29])[F:28])[CH:13]=2)[CH:8]=[CH:7]1)[CH3:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 4278N,N,N',N'-TetramethylazodicarboxamideHCID 13831TributylphosphineHCID 21935754[2-Methyl-6-(4-trifluoromethoxy-phenyl)-4-trifluoromethyl-pyridin-3-yl]-methanolHCID 68821422(6-Hydroxy-indol-1-yl)-acetic acid ethyl ester

Product 1

HCID 86597782HCID 86597782, compound

Procedure

In analogy to the procedure described in example 5 f], (6-hydroxy-indol-1-yl)-acetic acid ethyl ester (example 6 b]) was reacted with [2-methyl-6-(4-trifluoromethoxy-phenyl)-4-trifluoromethyl-pyridin-3-yl]-methanol in the presence of tributylphosphine and N,N,N′,N′-tetramethyl azodicarboxamide to yield the title compound as colorless solid.

Sources & evidence

ORD record
ord-3c879d81f4ec489dba2f679ef32e6993
Source dataset
uspto-grants-2006_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06995263B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes