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

HRID 883979Notes

Reaction equation

HRID 883979 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 79A (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-f9e33dc9c0494249bc3a40778121ef8c
Source dataset
uspto-grants-2012_08
Patent number
US08236950B2

Reaction notes

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