Ethanolamine → HCID 53259298, compound

HRID 876180Notes

Reaction equation

HRID 876180 reaction equation
F[C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[CH2:17]([CH2:19][NH2:20])[OH:18].[OH-].[Na+]>>[CH3:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([NH:8][C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH:20][CH2:19][CH2:17][OH:18])[CH:7]=2)=[CH:10][CH:11]=1

Participants

4

Reactant 3

HCID 700EthanolamineHCID 14798Sodium HydroxideHCID 67304571HCID 67304571, compound

Product 1

HCID 53259298HCID 53259298, compoundYield 89%

Procedure

36 mg of (2-fluoro-N-(4-methoxyphenyl)pyridin-4-amine were mixed with 80.6 mg of ethanolamine and the mixture obtained was heated in a screw cap vial under argon to 150° C. for 3 days. The mixture obtained was cooled to r.t. and 5 mL of 2N NaOH were added, the mixture obtained was extracted with EtOAc for three times and from the organic layer obtained solvent was evaporated off. 2-(4-(4-Methoxyphenylamino)pyridin-2-ylamino)ethan-1-ol was obtained in the form of a brown solid.

Workup

  1. customthe mixture obtained
  2. temperaturewas heated in a screw
  3. customcap vial under argon to 150° C. for 3 days
  4. customThe mixture obtained
  5. customthe mixture obtained
  6. extractionwas extracted with EtOAc for three times and from the organic layer
  7. customobtained solvent
  8. customwas evaporated off

Sources & evidence

ORD record
ord-d53d388eb5524bc3bdb34a694d1834c9
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

Loading…