N,N,N',N'-Tetramethylazodicarboxamide → HCID 68826440, compound

HRID 751186Notes

Reaction equation

HRID 751186 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:32])([F:31])[C:19]1[CH:24]=[CH:23][C:22]([C:25]#[C:26][CH2:27][CH2:28][CH2:29]O)=[CH:21][CH:20]=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][CH2:29][CH2:28][CH2:27][C:26]#[C:25][C:22]3[CH:21]=[CH:20][C:19]([C:18]([F:17])([F:31])[F:32])=[CH:24][CH:23]=3)[CH:13]=2)[CH:8]=[CH:7]1)[CH3:2]

Participants

5

Reactant 4

HCID 4278N,N,N',N'-TetramethylazodicarboxamideHCID 13831TributylphosphineHCID 68453189HCID 68453189, compoundHCID 68821422(6-Hydroxy-indol-1-yl)-acetic acid ethyl ester

Product 1

HCID 68826440HCID 68826440, 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 5-(4-trifluoromethyl-phenyl)-pent-4-yn-1-ol in the presence of N,N,N′,N′-tetramethyl azodicarboxamide and tributylphosphine to give the title compound as yellow oil.

Workup

  1. customdescribed for example 1 d

Sources & evidence

ORD record
ord-1dfcd16045c04f0ea7a03af08a8d4aac
Source dataset
uspto-grants-2008_07
Patent number
US07405236B2

Reaction notes

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