Hydrazine hydrate (1:1) → HCID 178433366, compound

HRID 1366463Notes

Reaction equation

HRID 1366463 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[C:3]=1[F:17].O.[NH2:19][NH2:20]>CS(C)=O>[F:17][C:3]1[C:2](=[N:19][NH2:20])[N:7]=[C:6]([CH3:8])[NH:5][C:4]=1[NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 866369456-chloro-5-fluoro-2-methyl-N-(2-pyridinylmethyl)-4-pyrimidinamine

Product 1

HCID 178433366HCID 178433366, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

6-Chloro-5-fluoro-2-methyl-N-(2-pyridinylmethyl)-4-pyrimidinamine (0.2517 g, 0.999 mmol) was dissolved in 2 mL of DMSO and 1 mL of hydrazine monohydrate. The resulting reaction mixture was stirred overnight. Then the reaction mixture was purified by RP-HPLC to provide 5-fluoro-2-methyl-6-[(2-pyridinylmethyl)amino]-4(1H)-pyrimidinone hydrazone as a beige solid (0.0954 g, 39%). LCMS: (M+H)+=249.3.

Workup

  1. customThe resulting reaction mixture
  2. customThen the reaction mixture was purified by RP-HPLC

Sources & evidence

ORD record
ord-e5e1a7dca2d945c196013fa2e085be5d
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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