Ethanol → HCID 22611715, compound

HRID 565714Notes

Reaction equation

HRID 565714 reaction equation
[NH:1]1[CH2:9][CH2:8][CH:4]([C:5]([O-:7])=[O:6])[CH2:3][CH2:2]1.C([C:17]1[C:22]([N+:23]([O-:25])=[O:24])=[CH:21][NH:20][C:19](Cl)(N)[N:18]=1)C1C=CC=CC=1.[CH2:28](O)[CH3:29].[C:31](#[N:33])[CH3:32]>>[CH2:31]([NH:33][C:17]1[C:22]([N+:23]([O-:25])=[O:24])=[CH:21][N:20]=[C:19]([N:1]2[CH2:9][CH2:8][CH:4]([C:5]([O:7][CH2:28][CH3:29])=[O:6])[CH2:3][CH2:2]2)[N:18]=1)[C:32]1[CH:9]=[CH:8][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 4

HCID 702EthanolHCID 6342AcetonitrileHCID 22468532HCID 22468532, compoundHCID 178507982HCID 178507982, compound

Product 1

HCID 22611715HCID 22611715, compound

Conditions

Temperature
5 °C

Procedure

3.5 ml of isonipecotate was added to a solution of 1.0 g of 4N-benzyl-2-chloro-5-nitropyrimidineamine (Reference Example 2) in 35 ml of acetonitrile and the suspension was stirred overnight. 35 ml of ethanol was added to the suspension, cooled to 5° C. and stirred for 1 hour. Filtration afforded 0.91 g of the yellowish title compound.

Workup

  1. stirringstirred for 1 hour
  2. filtrationFiltration

Sources & evidence

ORD record
ord-aa00ca60bcd944d89e0e29ea2e116d37
Source dataset
uspto-grants-2001_01
Patent number
US06172227B2

Reaction notes

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