Dimethylformamide dimethyl acetal → N'-(5-Cyano-2-ethylsulfanyl-pyrimidin-4-yl)-N,N-dimethyl-formamidine

HRID 607262Notes

Reaction equation

HRID 607262 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][N:5]=[C:4]([S:10][CH2:11][CH3:12])[N:3]=1.CO[CH:15](OC)[N:16]([CH3:18])[CH3:17]>C1(C)C=CC=CC=1>[C:8]([C:7]1[C:2]([N:1]=[CH:15][N:16]([CH3:18])[CH3:17])=[N:3][C:4]([S:10][CH2:11][CH3:12])=[N:5][CH:6]=1)#[N:9]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 95501744-Amino-2-(ethylthio)-5-pyrimidinecarbonitrile

Product 1

HCID 66808651N'-(5-Cyano-2-ethylsulfanyl-pyrimidin-4-yl)-N,N-dimethyl-formamidineYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of the product from Example 156A (200 mg, 1.11 mmol) and N,N-dimethylformamide dimethyl acetal (0.15 mL, 1.11 mmol) in toluene (10 mL) was refluxed for 2.5 hours. After cooling to room temperature the solution was concentrated under vacuum to provide the title compound as a colorless solid (260 mg, 100%).

Workup

  1. concentrationwas concentrated under vacuum

Sources & evidence

ORD record
ord-20323ffc4d7c4cccbc434d81ec787cf0
Source dataset
uspto-grants-2011_03
Patent number
US07915411B2

Reaction notes

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