Ethyl orthoformate → HCID 178518012, compound

HRID 925472Notes

Reaction equation

HRID 925472 reaction equation
[NH2:1][C:2]1[C:3]([C:12]([NH2:14])=[O:13])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[CH2:15](OC(OCC)OCC)C>>[F:10][C:8]([F:11])([F:9])[C:6]1[CH:5]=[N:4][C:3]2[C:12]([OH:13])=[N:14][CH:15]=[N:1][C:2]=2[CH:7]=1

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 867281563-Amino-5-(trifluoromethyl)picolinamide

Product 1

HCID 178518012HCID 178518012, compound

Conditions

Temperature
120 °C

Procedure

A mixture of 3-amino-5-trifluoromethyl-pyridine-2-carboxylic acid amide (500 mg, 2.44 mmol) and triethoxymethane (1.8 g, 12.2 mmol) were heated to 120° C. for 16 h. The mixture was cooled to ambient temperature and treated with low boiling PE. The reaction mixture was stirred for 10 minutes, cooled to 0° C. and the beige solid was collected by filtration (350 mg).

Workup

  1. temperatureThe mixture was cooled to ambient temperature
  2. additiontreated with low boiling PE
  3. temperaturecooled to 0° C.
  4. filtrationthe beige solid was collected by filtration (350 mg)

Sources & evidence

ORD record
ord-95c61101f97141a385c08a694088815e
Source dataset
uspto-grants-2016_03
Patent number
US09284284B2

Reaction notes

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