Pyridine → HCID 86720174, compound

HRID 1470677Notes

Reaction equation

HRID 1470677 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].[C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1O)#[N:21].N1C=CC=CC=1>O1CCOCC1>[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:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[C:20]#[N:21])=[O:17])=[CH:11][C:10]=2[CH:19]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 1049PyridineHCID 119072-HydroxybenzonitrileHCID 10682881HCID 10682881, compound

Product 1

HCID 86720174HCID 86720174, compound

Reagents, catalysts & solvents 1

HCID 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-cyanophenol (5 mmol) and pyridine (0.4 mL). After 12 h stirring at room temperature, the solvent was evaporated 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 (40%); mp: 181-183° C.

Workup

  1. customobtained
  2. customthe solvent was evaporated under vacuum
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with methanol
  5. customdried

Sources & evidence

ORD record
ord-12a459facdcc4cd698eb2eae88fe7457
Source dataset
uspto-grants-2015_04
Patent number
US09006466B2

Reaction notes

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