Azane;hydrate → 3-[(4-methoxybenzyl)oxy]pyridin-4(1H)-one

HRID 571054Notes

Reaction equation

HRID 571054 reaction equation
[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]([CH2:7][O:8][C:9]2[C:14](=[O:15])[CH:13]=[CH:12]O[CH:10]=2)=[CH:5][CH:4]=1.[NH3:18].O>>[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]([CH2:7][O:8][C:9]2[C:14](=[O:15])[CH:13]=[CH:12][NH:18][CH:10]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 12896473Azane;hydrateHCID 77230949HCID 77230949, compound

Product 1

HCID 674056953-[(4-methoxybenzyl)oxy]pyridin-4(1H)-one

Conditions

Temperature
100 °C

Procedure

A suspension of 3-[(4-methoxybenzyl)oxy]-4H-pyran-4-one (6.2 g, 26.7 mmol) and 120 mL of NH3.H2O was sealed in a glass tube, and the mixture was stirred at 100° C. After 18 h, the reaction mixture was filtered and the collected solid was washed with MeOH to give 3-[(4-methoxybenzyl)oxy]pyridin-4(1H)-one. 1H-NMR (DMSO, 400 MHz) δ 11.27 (s, 1H), 7.50 (s, 1H), 7.41 (s, 1H), 7.30 (dd, J=8.4, 2.8 Hz, 2H), 6.90 (m, 2H), 6.13 (s, 1H), 4.8(s, 2H), 3.72 (s, 3H). MS (M+H)+ 232.0.

Workup

  1. customwas sealed in a glass tube
  2. filtrationthe reaction mixture was filtered
  3. washthe collected solid was washed with MeOH

Sources & evidence

ORD record
ord-2abe0036fe6f4eaca88d9b66c471f482
Source dataset
uspto-grants-2015_05
Patent number
US09024032B2

Reaction notes

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