Pyridine → HCID 86720173, compound

HRID 1470676Notes

Reaction equation

HRID 1470676 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]2[O:14][C:13](=[O:15])[C:12]([C:16]([OH:18])=[O:17])=[CH:11][C:10]=2[CH:19]=1)(=[O:3])[CH3:2].[I:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1O.N1C=CC=CC=1>O1CCOCC1.CO>[C:1]([O:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]2[O:14][C:13](=[O:15])[C:12]([C:16]([O:18][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[I:20])=[O:17])=[CH:11][C:10]=2[CH:19]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 1049PyridineHCID 107842-IodophenolHCID 10682881HCID 10682881, compound

Product 1

HCID 86720173HCID 86720173, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To the suspension of the acid chloride of 6-acetoxymethyl-2-oxo-2H-1-benzopyran-3-carboxylic acid (4 mmol) obtained according to Pochet et al. (Bioorg. Med. Chem. 2000, 8, 1489) in anhydrous dioxane (10 mL) was added 2-iodophenol (5 mmol) and pyridine (0.4 mL). After 12 h stirring at room temperature, the solvent was evapotated under vacuum and the residue was suspended in methanol. The resulting precipitate was collected by filtration, washed with methanol and dried. The solid was crystallyzed in ethyl acetate (45%); mp: 156-158° C.

Workup

  1. customobtained
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with methanol
  4. customdried

Sources & evidence

ORD record
ord-536aed13fa8048088dcfd2bd56dded75
Source dataset
uspto-grants-2015_04
Patent number
US09006466B2

Reaction notes

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