Hydroxyamine hydrochloride → HCID 178426680, compound

HRID 2069423Notes

Reaction equation

HRID 2069423 reaction equation
[CH:1]([NH:4][C:5]1[N:10]=[C:9]([C:11]#[N:12])[CH:8]=[C:7]([CH3:13])[N:6]=1)([CH3:3])[CH3:2].C([O-])(O)=O.[Na+].Cl.[NH2:20][OH:21]>CO>[OH:21][NH:20][C:11]([C:9]1[CH:8]=[C:7]([CH3:13])[N:6]=[C:5]([NH:4][CH:1]([CH3:3])[CH3:2])[N:10]=1)=[NH:12]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 685082172-Isopropylamino-6-methyl-pyrimidine-4-carbonitrile

Product 1

HCID 178426680HCID 178426680, compoundYield 41.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Isopropylamino-6-methyl-pyrimidine-4-carbonitrile (2.8 g, 16.0 mmol) is added to a suspension of NaHCO3 (4.71 g, 56.1 mmol) and hydroxylamine hydrochloride (3.34 g, 48.1 mmol) in MeOH (20 mL). The reaction mixture is stirred at rt for 1 day and is filtered and evaporated. The residue is dissolved in DCM, washed with water followed by brine and dried to give N-hydroxy-2-isopropylamino-6-methyl-pyrimidine-4-carboxamidine as a yellow oil (1.38 g); LC-MS: tR=0.55; [M+H]+=209.96.

Workup

  1. filtrationis filtered
  2. customevaporated
  3. dissolutionThe residue is dissolved in DCM
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-9066136967d74349823320d1cb31854e
Source dataset
uspto-grants-2012_10
Patent number
US08299086B2

Reaction notes

Loading…