N,N,N',N'-Tetramethylazodicarboxamide → HCID 86597788, compound

HRID 890498Notes

Reaction equation

HRID 890498 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].[F:17][C:18]([F:39])([F:38])[O:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[N:31]=[C:30]([C:32]([F:35])([F:34])[F:33])[C:29]([CH2:36]O)=[CH:28][CH:27]=2)=[CH:22][CH:21]=1.C(P(CCCC)CCCC)CCC.CN(C)C(N=NC(N(C)C)=O)=O>O1CCCC1>[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][CH2:36][C:29]3[C:30]([C:32]([F:34])([F:33])[F:35])=[N:31][C:26]([C:23]4[CH:22]=[CH:21][C:20]([O:19][C:18]([F:39])([F:17])[F:38])=[CH:25][CH:24]=4)=[CH:27][CH:28]=3)[CH:13]=2)[CH:8]=[CH:7]1)[CH3:2]

Participants

6

Reactant 4

HCID 4278N,N,N',N'-TetramethylazodicarboxamideHCID 13831TributylphosphineHCID 21935734HCID 21935734, compoundHCID 68821422(6-Hydroxy-indol-1-yl)-acetic acid ethyl ester

Product 1

HCID 86597788HCID 86597788, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

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 [6-(4-trifluoromethoxy-phenyl)-2-trifluoromethyl-pyridin-3-yl]-methanol in the presence of tributylphosphine and N,N,N′,N′-tetramethyl azodicarboxamide in tetrahydrofuran to yield the title compound as colorless crystals.

Sources & evidence

ORD record
ord-6b88c4cb940f404cbd78d5a94def90be
Source dataset
uspto-grants-2006_02
Patent number
US06995263B2

Reaction notes

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