Formic Acid → HCID 90408919, compound

HRID 871082Notes

Reaction equation

HRID 871082 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[C:5]([NH2:16])=[CH:4][CH:3]=1.[CH:17](O)=O>>[Cl:1][C:2]1[N:7]=[C:6]2[N:8]([CH2:9][CH:10]3[CH2:15][CH2:14][O:13][CH2:12][CH2:11]3)[CH:17]=[N:16][C:5]2=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 90408941HCID 90408941, compound

Product 1

HCID 90408919HCID 90408919, compound

Procedure

A solution of the crude product of Example 7B (0.979 g, 4.05 mmol) in formic acid (2 mL, 52.1 mmol) was heated at 95° C. for 1 hour. After cooling, the mixture was concentrated and dissolved in ethyl acetate. The mixture was washed with dilute potassium carbonate and brine, dried over magnesium sulfate, filtered and concentrated. Recrystallization from ethyl acetate/hexane afforded the title compound. MS (ESI) m/z 252 (M+H)+.

Workup

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated
  3. dissolutiondissolved in ethyl acetate
  4. washThe mixture was washed with dilute potassium carbonate and brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customRecrystallization from ethyl acetate/hexane

Sources & evidence

ORD record
ord-7993f6f79cb941799369e8022b1b279f
Source dataset
uspto-grants-2015_03
Patent number
US08969375B2

Reaction notes

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