N,N,N',N'-Tetramethylazodicarboxamide → HCID 68822255, compound

HRID 751198

Reaction equation

HRID 751198 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([OH:15])=[CH:12][CH:13]=2)[CH:8]=[CH:7]1)[CH3:2].[F:17][C:18]([F:33])([F:32])[O:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]#[C:27][CH2:28][CH2:29][CH2:30]O)=[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][C:11]([O:15][CH2:30][CH2:29][CH2:28][C:27]#[C:26][C:23]3[CH:24]=[CH:25][C:20]([O:19][C:18]([F:17])([F:32])[F:33])=[CH:21][CH:22]=3)=[CH:12][CH:13]=2)[CH:8]=[CH:7]1)[CH3:2]

Participants

5

Reactant 4

HCID 4278N,N,N',N'-TetramethylazodicarboxamideHCID 13831TributylphosphineHCID 57675474HCID 57675474, compoundHCID 688226904-Pentyn-1-ol, 5-[4-(trifluoromethoxy)phenyl]-

Product 1

HCID 68822255HCID 68822255, compound

Procedure

In analogy to the procedure described for example 1 d], (5-hydroxy-indol-1-yl)-acetic acid ethyl ester was reacted with 5-(4-trifluoromethoxy-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 crystals.

Workup

  1. customdescribed for example 1 d

Sources & evidence

ORD record
ord-85837d0d6230447ab8156956a11dcf0e
Source dataset
uspto-grants-2008_07
Patent number
US07405236B2

Linked notes

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