N,N,N',N'-Tetramethylazodicarboxamide → HCID 86597784, compound

HRID 890484Notes

Reaction equation

HRID 890484 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]=[CH:30][C:29]([CH2:32]O)=[C:28]([C:34]([F:37])([F:36])[F:35])[CH:27]=2)=[CH:22][CH:21]=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][CH2:32][C:29]3[CH:30]=[N:31][C:26]([C:23]4[CH:22]=[CH:21][C:20]([O:19][C:18]([F:38])([F:17])[F:39])=[CH:25][CH:24]=4)=[CH:27][C:28]=3[C:34]([F:37])([F:35])[F:36])[CH:13]=2)[CH:8]=[CH:7]1)[CH3:2]

Participants

5

Reactant 4

HCID 4278N,N,N',N'-TetramethylazodicarboxamideHCID 13831TributylphosphineHCID 21935866HCID 21935866, compoundHCID 68821422(6-Hydroxy-indol-1-yl)-acetic acid ethyl ester

Product 1

HCID 86597784HCID 86597784, 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 [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 foam.

Sources & evidence

ORD record
ord-0128bce3c00b44febc01f49e119ae934
Source dataset
uspto-grants-2006_02
Patent number
US06995263B2

Reaction notes

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