N,N,N',N'-Tetramethylazodicarboxamide → HCID 69283859, compound

HRID 915458Notes

Reaction equation

HRID 915458 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].[Cl:17][C:18]1[CH:19]=[C:20]([C:25]2[CH:26]=[C:27]([CH2:31]O)[N:28]([CH3:30])[N:29]=2)[CH:21]=[CH:22][C:23]=1[Cl:24].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][CH2:31][C:27]3[N:28]([CH3:30])[N:29]=[C:25]([C:20]4[CH:21]=[CH:22][C:23]([Cl:24])=[C:18]([Cl:17])[CH:19]=4)[CH:26]=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 69283048HCID 69283048, compound

Product 1

HCID 69283859HCID 69283859, compound

Procedure

In analogy to the procedure described for example 3 c], (6-hydroxy-indol-1-yl)-acetic acid ethyl ester (example 2 e]) was reacted with [5-(3,4-dichloro-phenyl)-2-methyl-2H-pyrazol-3-yl]-methanol in the presence of N,N,N′,N′-tetramethyl azodicarboxamide and tributylphosphine to give {6-[5-(3,4-dichloro-phenyl)-2-methyl-2H-pyrazol-3-ylmethoxy]-indol-1-yl}-acetic acid ethyl ester as colorless oil.

Sources & evidence

ORD record
ord-2bc1d9f4b5e24d1bb14bf201e8ec25b3
Source dataset
uspto-grants-2007_09
Patent number
US07265149B2

Reaction notes

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