Dimethylformamide dimethyl acetal → HCID 18454766, compound

HRID 1271557Notes

Reaction equation

HRID 1271557 reaction equation
[CH3:1][N:2]([CH:4](OC)OC)[CH3:3].[CH3:9][C:10]1[N:15]=[C:14]([C:16]#[C:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:13]([NH2:24])=[CH:12][CH:11]=1>C1(C)C=CC=CC=1>[CH3:1][N:2]([CH3:3])[CH:4]=[N:24][C:13]1[C:14]([C:16]#[C:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[N:15][C:10]([CH3:9])=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 10081793HCID 10081793, compound

Product 1

HCID 18454766HCID 18454766, compoundYield 18.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of N,N-dimethylformamidedimethylacetal (80 μl, 0.60 mmol) and (6-methyl-2-phenylethynyl-pyridin-3-yl)amine (102 mg, 0.49 mmol) from Example 1, in toluene (1 ml) was heated for 20 h, at 80° C. The solvent was evaporated and the residue was purified by flash chromatography (hexane/ethyl acetate 4:1) to give 24 mg (0.09 mmol, 15%) of N,N-dimethyl-N′-(6-methyl-2-phenylethynyl-pyridin-3-yl)-formamidine as a yellow oil.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by flash chromatography (hexane/ethyl acetate 4:1)

Sources & evidence

ORD record
ord-bc6a2f18faa34562816bd7ef2d8cdb28
Source dataset
uspto-grants-2007_04
Patent number
US07205411B2

Reaction notes

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