Formic Acid → HCID 86589896, compound

HRID 1675802Notes

Reaction equation

HRID 1675802 reaction equation
[C:1](OC(=O)C)(=[O:3])C.C(O)=O.[NH2:11][C:12]1[CH:17]=[CH:16][N:15]=[C:14]([C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([O:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:23][CH:22]=2)=[O:19])[C:13]=1[OH:34]>O1CCCC1>[CH:1]([NH:11][C:12]1[CH:17]=[CH:16][N:15]=[C:14]([C:18]([NH:20][C:21]2[CH:22]=[CH:23][C:24]([O:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:25][CH:26]=2)=[O:19])[C:13]=1[OH:34])=[O:3]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 67329510HCID 67329510, compound

Product 1

HCID 86589896HCID 86589896, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

There is heated at reflux 61.2 mg of acetic anhydride and 27.6 mg of formic acid for 4 hours and 46 mg of 4-amino-3-hydroxy-N-para-phenoxyphenylpicolin-amide of Example 1 is added, dissolved in 5 mL of tetrahydrofuran. After 8 hours at reflux, the reaction mixture is concentrated and purified by chromatography to give 39 mg of a yellow solid MP 208° C.

Workup

  1. temperatureThere is heated
  2. temperatureAfter 8 hours at reflux
  3. concentrationthe reaction mixture is concentrated
  4. custompurified by chromatography

Sources & evidence

ORD record
ord-9c8b752537f542be8787c0f0b2baa136
Source dataset
uspto-grants-2011_08
Patent number
US08003799B2

Reaction notes

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