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Formic Acid → HCID 89996059, compound

HRID 1480824
Notes
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Reaction equation

HRID 1480824 reaction equation
[CH3:1][O:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[C:5]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[N:4]=1.[CH:16](O)=[O:17]>>[CH3:1][O:2][C:3]1[C:8]([NH:9][CH:16]=[O:17])=[CH:7][CH:6]=[C:5]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[N:4]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 284Formic AcidHCID 12152132526184-47-4

Product 1

HCID 89996059HCID 89996059, compoundYield 88%

Procedure

A solution of 2-methoxy-6-morpholinopyridin-3-amine (Preparation 70, 40 mg, 0.191 mmol) in formic acid (3 mL) was heated to reflux for 3 hours. The reaction mixture was concentrated in vacuo. The residue was partitioned between aqueous saturated NaHCO3 (40 mL) and EtOAc (40 mL). The aqueous layer was re-extracted with EtOAc (40 mL). The combined organic layers were washed with water (40 mL) and brine (40 mL), dried (MgSO4) and concentrated in vacuo, to give the title compound (40 mg, 88%).

Workup

  1. temperatureto reflux for 3 hours
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customThe residue was partitioned between aqueous saturated NaHCO3 (40 mL) and EtOAc (40 mL)
  4. extraction
The aqueous layer was re-extracted with EtOAc (40 mL)
  • washThe combined organic layers were washed with water (40 mL) and brine (40 mL)
  • dry with materialdried (MgSO4)
  • concentrationconcentrated in vacuo
  • Sources & evidence

    ORD record
    ord-32ce2748e4284442922b4f18630c6df5
    Source dataset
    uspto-grants-2016_08
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US09409907B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes