N,N,N',N'-Tetramethylazodicarboxamide → HCID 68821733, compound

HRID 751239Notes

Reaction equation

HRID 751239 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:34])([F:33])[O:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]#[C:27][CH2:28][CH2:29][CH:30](O)[CH3:31])=[CH:22][CH:21]=1.CN(C)C(N=NC(N(C)C)=O)=O.C(P(CCCC)CCCC)CCC>>[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][CH:30]([CH3:31])[CH2:29][CH2:28][C:27]#[C:26][C:23]3[CH:24]=[CH:25][C:20]([O:19][C:18]([F:17])([F:33])[F:34])=[CH:21][CH:22]=3)[CH:13]=2)[CH:8]=[CH:7]1)[CH3:2]

Participants

5

Reactant 4

HCID 4278N,N,N',N'-TetramethylazodicarboxamideHCID 13831TributylphosphineHCID 68821422(6-Hydroxy-indol-1-yl)-acetic acid ethyl esterHCID 68826125HCID 68826125, compound

Product 1

HCID 68821733HCID 68821733, compound

Procedure

In analogy to the procedure described for example 1 d], (6-hydroxy-indol-1-yl)-acetic acid ethyl ester (example 1 c]) was reacted with [rac]-6-(4-trifluoromethoxy-phenyl)-hex-5-yn-2-ol in the presence of N,N,N′,N′-tetramethyl azodicarboxamide and tributylphosphine to give the title compound as colorless oil.

Workup

  1. customdescribed for example 1 d

Sources & evidence

ORD record
ord-a503c9575e174da0b48128029aafa014
Source dataset
uspto-grants-2008_07
Patent number
US07405236B2

Reaction notes

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