HCID 88954501, compound → HCID 89718122, compound

HRID 1481253Notes

Reaction equation

HRID 1481253 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[C:5]([N+:16]([O-])=O)=[CH:4][N:3]=1>C1COCC1.[Ni]>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:10]=[CH:11][C:12]([F:15])=[CH:13][CH:14]=2)[C:5]([NH2:16])=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 88954501HCID 88954501, compound

Product 1

HCID 89718122HCID 89718122, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3.46 g (12.89 mmol) (2-chloro-5-nitro-pyrimidin-4-yl)-(4-fluoro-phenyl)-amine in 40 ml THF is hydrogenated with 2.0 g sponge-nickel as catalyst at room temperature and under atmospheric pressure. The catalyst is filtered off and the filtrate is evaporated giving 2-chloro-N4-(4-fluoro-phenyl)-pyrimidine-4,5-diamine as dark oil; HPLC/MS (B): 1.88 min, [M+H] 239.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-671a8542a2f94357b14abadd8a6e927f
Source dataset
uspto-grants-2016_08
Patent number
US09409914B2

Reaction notes

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