Dimethylformamide → HCID 86631968, compound

HRID 1256636Notes

Reaction equation

HRID 1256636 reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([N:7]([C:17](=[O:22])[C:18]([F:21])([F:20])[F:19])[C:8]2[CH:16]=[N:15][CH:14]=[CH:13][C:9]=2[C:10](O)=[O:11])[CH2:3][CH2:2]1.C(Cl)(=O)C([Cl:26])=O.CN(C)C=O>ClCCl>[O:1]1[CH2:6][CH2:5][CH:4]([N:7]([C:17](=[O:22])[C:18]([F:21])([F:20])[F:19])[C:8]2[CH:16]=[N:15][CH:14]=[CH:13][C:9]=2[C:10]([Cl:26])=[O:11])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 86631969HCID 86631969, compound

Product 1

HCID 86631968HCID 86631968, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 3-[(tetrahydro-pyran-4-yl)-(2,2,2-trifluoro-acetyl)-amino]-isonicotinic acid (350 mg, 1.1 mmol) in dry dichloromethane (15 mL) and oxalyl chloride (0.65 mL, 6.6 mmol, 6 eq) a drop of N,N-dimethylformamide was added. The mixture was stirred at room temperature for 1 h and then evaporated to dryness affording the crude title compound that was used as such for the next step.

Workup

  1. additionwas added
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-e4deaccda6494934835bd052dfb6951b
Source dataset
uspto-grants-2013_06
Patent number
US08461193B2

Reaction notes

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