Isopropyl iodide → HCID 59834519, compound

HRID 271178Notes

Reaction equation

HRID 271178 reaction equation
[CH:1](I)([CH3:3])[CH3:2].[Br:5][C:6]1[CH:7]=[C:8]([CH2:21][CH2:22][O:23][C:24](=[O:26])[CH3:25])[CH:9]=[C:10]([Br:20])[C:11]=1[O:12][C:13]1[CH:18]=[CH:17][C:16](=[O:19])[NH:15][N:14]=1>>[Br:5][C:6]1[CH:7]=[C:8]([CH2:21][CH2:22][O:23][C:24](=[O:26])[CH3:25])[CH:9]=[C:10]([Br:20])[C:11]=1[O:12][C:13]1[CH:18]=[CH:17][C:16](=[O:19])[N:15]([CH:1]([CH3:3])[CH3:2])[N:14]=1

Participants

3

Reactant 2

HCID 6362Isopropyl iodideHCID 598345122-{3,5-Dibromo-4-[(6-oxo-1,6-dihydropyridazin-3-yl)oxy]phenyl}ethyl acetate

Product 1

HCID 59834519HCID 59834519, compoundYield 79%

Conditions

Temperature
50 °C

Procedure

This compound was prepared by a similar method to that described in Example 10, Step 2 except that isopropyl iodide was used in place of methyl iodide and acetic acid 2-[3,5-dibromo-4-(6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-ethyl ester (39) was used in place of acetic acid 2-[3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-ethyl ester (34). The method was similar except that the reaction was heated to 50° C. for 24 h. The product was purified by column chromatography using silica gel eluted with 10% ethyl acetate in hexanes to 100% ethyl acetate to afford 2-[3,5-dibromo-4-(1-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-ethyl ester (40) (79%) as a white solid; LRMS for C17H18Br2N2O4 (M+CH3CN+H) m/z=516. Molecular Weight=474.1520; Exact Mass=471.9633

Workup

  1. customThis compound was prepared by a similar method to
  2. customThe product was purified by column chromatography
  3. washeluted with 10% ethyl acetate in hexanes to 100% ethyl acetate

Sources & evidence

ORD record
ord-fff6ed830b084ad7953064882d6a0795
Source dataset
uspto-grants-2008_11
Patent number
US07452882B2

Reaction notes

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