Dimethylamine → HCID 86719098, compound

HRID 572917Notes

Reaction equation

HRID 572917 reaction equation
[CH3:1][O:2][C:3](=[O:14])[CH2:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][N:6]=1.[CH3:15][N:16](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)[CH3:17].F[P-](F)(F)(F)(F)F.C(N(C(C)C)C(C)C)C.CNC>CN(C)C=O>[CH3:15][N:16]([CH3:17])[C:9]([C:8]1[CH:12]=[CH:13][C:5]([CH2:4][C:3]([O:2][CH3:1])=[O:14])=[N:6][CH:7]=1)=[O:10]

Participants

6

Reactant 4

HCID 674DimethylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 86719099HCID 86719099, compound

Product 1

HCID 86719098HCID 86719098, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-(2-methoxy-2-oxoethyl)nicotinic acid (37 mg, 0.19 mmol), HATU (72.6 mg, 0.19 mmol), and N-ethyl-N-isopropylpropan-2-amine (26.5 mg, 0.20 mmol) in N,N-dimethylformamide (2 ml) was stirred at room temperature for 15 min, then, dimethyl amine (0.05 mL, 1 mol solution in THF) was added and continued to stir overnight. The reaction is quenched with water, extracted with EtOAc and purified by a standard method to give the desired compound.

Workup

  1. customThe reaction is quenched with water
  2. extractionextracted with EtOAc
  3. custompurified by a standard method

Sources & evidence

ORD record
ord-9ef3817e14da4fec83b4676ead841f25
Source dataset
uspto-grants-2015_05
Patent number
US09029531B2

Reaction notes

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