Diphenyl Ether → HCID 131735823, compound

HRID 2205975Notes

Reaction equation

HRID 2205975 reaction equation
[Br:1][C:2]1[CH:3]=[C:4](/[CH:15]=[CH:16]/C(N=[N+]=[N-])=O)[N:5]([CH2:7][O:8][CH2:9][CH2:10][Si:11]([CH3:14])([CH3:13])[CH3:12])[CH:6]=1.C([N:26]([CH2:31]CCC)CCCC)CCC.C1([O:41]C2C=CC=CC=2)C=CC=CC=1>>[Br:1][C:2]1[C:3]2[C:31](=[O:41])[NH:26][CH:16]=[CH:15][C:4]=2[N:5]([CH2:7][O:8][CH2:9][CH2:10][Si:11]([CH3:12])([CH3:13])[CH3:14])[CH:6]=1

Participants

4

Reactant 3

HCID 7583Diphenyl EtherHCID 7622TributylamineHCID 131735821HCID 131735821, compound

Product 1

HCID 131735823HCID 131735823, compound

Procedure

A solution of (2E)-3-(4-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrol-2-yl)acryloyl azide (3.39 g) and tributylamine (1.86 g) in diphenyl ether (33.9 mL) was stirred under nitrogen atmosphere at 90-105° C. for 15 min, and then at 155-160° C. for 2 hr. The reaction mixture was allowed to be cooled to room temperature, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.01 g).

Workup

  1. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-c18dcb3c02ad4e2da06d79acef1d699e
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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