Formamide → HCID 86664549, compound

HRID 513289Notes

Reaction equation

HRID 513289 reaction equation
[Cl:1][C:2]1[C:3]([Cl:22])=[N:4][CH:5]=[C:6]([C:12]=1[NH:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[CH:16]=1)[C:7](OCC)=[O:8].C([NH2:25])=O.CC[O-].[Na+].O>CN(C=O)C>[Cl:1][C:2]1[C:3]([Cl:22])=[N:4][CH:5]=[C:6]([C:12]=1[NH:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[CH:16]=1)[C:7]([NH2:25])=[O:8]

Participants

6

Reactant 4

HCID 713FormamideHCID 962WaterHCID 2723922Sodium ethoxideHCID 86664548HCID 86664548, compound

Product 1

HCID 86664549HCID 86664549, compoundYield 71.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of ethyl 5,6-dichloro-4-(3-fluorobenzylamino)nicotinate (260 mg, 0.76 mmol) in DMF (1 mL) was added HCONH2 (0.272 mL, 6.84 mmol) and NaOEt (21% in EtOH, 0.425 mL, 1.14 mmol). After stirring at room temperature for 30 min, the mixture was added water, and the precipitate was collected by filtration to give 5,6-dichloro-4-(3-fluorobenzylamino)nicotinamide (170 mg).

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-a486e185ca6745159d711f8e74753db1
Source dataset
uspto-grants-2015_08
Patent number
US09102625B2

Reaction notes

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