4,4,5,5-Tetramethyl-2-(5-methylfuran-2-yl)-1,3,2-dioxaborolane → HCID 178486380, compound

HRID 403687Notes

Reaction equation

HRID 403687 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N:11]=[N:12][N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[CH:5]=[C:6](I)[C:7]=1[O:8][CH3:9].CC1(C)C(C)(C)OB([C:26]2[O:27][C:28]([CH3:31])=[CH:29][CH:30]=2)O1>>[Br:1][C:2]1[CH:3]=[C:4](/[N:11]=[N:12]/[N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[CH:5]=[C:6]([C:26]2[O:27][C:28]([CH3:31])=[CH:29][CH:30]=2)[C:7]=1[O:8][CH3:9]

Participants

3

Reactant 2

HCID 27368814,4,5,5-Tetramethyl-2-(5-methylfuran-2-yl)-1,3,2-dioxaborolaneHCID 667001011-((3-Bromo-5-iodo-4-methoxyphenyl)diazenyl)pyrrolidine

Product 1

HCID 178486380HCID 178486380, compound

Procedure

1-((3-Bromo-5-iodo-4-methoxyphenyl)diazenyl)pyrrolidine (0.15 g, 0.366 mmol) and 4,4,5,5-tetramethyl-2-(5-methylfuran-2-yl)-1,3,2-dioxaborolane (0.076 g, 0.366 mmol), were reacted in the same manner as Example 1 Part B for 18 hours to give crude product which was purified on an Isco 12 g silica cartridge eluting with ethyl acetate/hexane (0% to 25%) to give the title compound.

Workup

  1. customto give crude product which
  2. customwas purified on an Isco 12 g silica cartridge
  3. washeluting with ethyl acetate/hexane (0% to 25%)

Sources & evidence

ORD record
ord-f2bd89e5b4124c33be1ee5613de40d37
Source dataset
uspto-grants-2014_06
Patent number
US08748443B2

Reaction notes

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