Ammonium Chloride → HCID 58169570, compound

HRID 1484872Notes

Reaction equation

HRID 1484872 reaction equation
[CH:1]1([C:4]2[NH:8][N:7]=[C:6]([NH:9][C:10]3[C:15]([N+:16]([O-])=O)=[CH:14][N:13]=[C:12]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=4)[N:11]=3)[CH:5]=2)[CH2:3][CH2:2]1.[NH4+].[Cl-]>C(O)C.[Fe]>[CH:1]1([C:4]2[NH:8][N:7]=[C:6]([NH:9][C:10]3[C:15]([NH2:16])=[CH:14][N:13]=[C:12]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=4)[N:11]=3)[CH:5]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 58169553HCID 58169553, compound

Product 1

HCID 58169570HCID 58169570, compoundYield 85,229.297%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

A mixture of N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-nitro-2-(pyridin-2-yl)pyrimidin-4-amine (1.29 g, 0.004 mmol, 1 equiv.) and Fe (2.24 g, 0.04 mmol, 10 equiv.) in ethanol and aqueous NH4Cl (2.12 g, 0.04 mmol, equiv.) was bubbled with N2, and refluxed for 1 h. Then, the reaction mixture was filtered. The liquid was evaporated to afford N4-(5-cyclopropyl-1H-pyrazol-3-yl)-2-(pyridin-2-yl)pyrimidine-4,5-diamine (1.0 g, 85%). LC-MS (m/z)=294 [M+H]+.

Workup

  1. customwas bubbled with N2
  2. temperaturerefluxed for 1 h
  3. filtrationThen, the reaction mixture was filtered
  4. customThe liquid was evaporated

Sources & evidence

ORD record
ord-8a7f1cfc07124341a9c4c52296df299c
Source dataset
uspto-grants-2016_08
Patent number
US09422271B2

Reaction notes

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