Ethanolamine → HCID 53259297, compound

HRID 876181Notes

Reaction equation

HRID 876181 reaction equation
F[C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:11][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[OH-].[Na+].[CH2:24]([CH2:26][NH2:27])[OH:25]>>[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:27][CH2:26][CH2:24][OH:25])[CH:7]=2)=[CH:10][CH:11]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 700EthanolamineHCID 14798Sodium HydroxideHCID 67304607HCID 67304607, compound

Product 1

HCID 53259297HCID 53259297, compoundYield 89%

Procedure

53 mg of 2-fluoro-N-(4-phenoxyphenyl)pyridin-4-amine in 80.6 mg of ethanolamine were heated in a screw cap vial under argon at 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 15 mL of EtOAc for three times. From the mixture obtained organic solvent was evaporated off. 2-(4-(4-Phenoxyphenylamino)pyridin-2-ylamino)ethan-1-ol was obtained.

Workup

  1. customcap vial under argon at 150° C. for 3 days
  2. customThe mixture obtained
  3. customThe mixture obtained
  4. extractionwas extracted with 15 mL of EtOAc for three times
  5. customFrom the mixture obtained organic solvent
  6. customwas evaporated off

Sources & evidence

ORD record
ord-21b682330eab49faa71023cc47fee780
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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