Methylparaben → Methyl 4-[(3,6-dichloropyridin-2-yl)methoxy]benzoate

HRID 1880582Notes

Reaction equation

HRID 1880582 reaction equation
[Cl:1][C:2]1[C:3]([CH2:9][OH:10])=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.O[C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1>>[Cl:1][C:2]1[C:3]([CH2:9][O:10][C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=2)=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 7456MethylparabenHCID 20366200(3,6-Dichloropyridin-2-yl)methanol

Product 1

HCID 59756933Methyl 4-[(3,6-dichloropyridin-2-yl)methoxy]benzoate

Procedure

The title compound was prepared from the intermediate from Step A and methyl 4-hydroxybenzoate using the Mitsunobu conditions described in EXAMPLE 4. 1H NMR (500 MHz, CDCl3): δ 8.054 (d, J=8.8 Hz, 2H); 7.74 (d, J=8.4 Hz, 1H); 7.35 (d, J=8.4 Hz, 1H); 7.07 (d, J=8.7 Hz, 2H); 5.31 (s, 2H); 3.93 (s, 3H). LCMS2 2.29 min. (M+H)=312

Workup

  1. customLCMS2 2.29 min. (M+H)=312

Sources & evidence

ORD record
ord-53e1a63a17644d0f90c787cc3ace8ecd
Source dataset
uspto-grants-2012_11
Patent number
US08318760B2

Reaction notes

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