Formic Acid → HCID 90408205, compound

HRID 871076Notes

Reaction equation

HRID 871076 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[CH:11]=2)[C:5]([NH2:17])=[CH:4][CH:3]=1.[CH:18](O)=O>C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:17]=[CH:18][N:8]([CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[CH:11]=3)[C:6]=2[CH:7]=1

Participants

4

Reactant 2

HCID 284Formic AcidHCID 65343348HCID 65343348, compound

Product 1

HCID 90408205HCID 90408205, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of Example 2B (299 mg, 1.013 mmol) in formic acid (500 μL, 13.25 mmol) was stirred at 90° C. for 1 hour. The cooled mixture was diluted with ethyl acetate, washed with water and brine, dried over magnesium sulfate, filtered and concentrated. Purification by silica gel flash chromatography (Isco®, Redi-Sep® column) eluting with 80% ethyl acetate/hexane afforded the title compound. MS (ESI) m/e 306 (M+H)+.

Workup

  1. washwashed with water and brine
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customPurification by silica gel flash chromatography (Isco®, Redi-Sep® column)
  6. washeluting with 80% ethyl acetate/hexane

Sources & evidence

ORD record
ord-39a4c6bf9a35403d841259d6d05d3485
Source dataset
uspto-grants-2015_03
Patent number
US08969375B2

Reaction notes

Loading…