Hydrazine hydrate (1:1) → HCID 118035279, compound

HRID 521674Notes

Reaction equation

HRID 521674 reaction equation
O.[NH2:2][NH2:3].Cl[C:5]1[C:6]2[N:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][C:7]=2[N:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[S:17][CH2:18][CH3:19])[N:10]=1.C(=O)(O)[O-].[Na+]>C1COCC1>[CH2:18]([S:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:9]1[N:10]=[C:5]([NH:2][NH2:3])[C:6]2[N:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][C:7]=2[N:8]=1)[CH3:19]

Participants

5

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 516892Sodium BicarbonateHCID 118035129HCID 118035129, compound

Product 1

HCID 118035279HCID 118035279, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

41 μl of hydrazine monohydrate was added to a mixture of 263 mg of 4-chloro-2-(2-ethylsulfanylphenyl)-7-trifluoromethylpyrido[3,2-d]pyrimidine and 4 ml of THF, under ice cooling, and the mixture was stirred at room temperature for 15 minutes. A saturated aqueous sodium bicarbonate solution was added to the reaction mixture, and the mixture was extracted with t-butyl methyl ether. The organic layer was washed with water and then concentrated under reduced pressure to obtain 246 m of [2-(2-ethylsulfanylphenyl)-7-trifluoromethylpyrido[3,2-d]pyrimidin-4-yl]-hydrazine.

Workup

  1. extractionthe mixture was extracted with t-butyl methyl ether
  2. washThe organic layer was washed with water
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-16f4c6dee2334c51914fa39ed6251d30
Source dataset
uspto-grants-2016_05
Patent number
US09328121B1

Reaction notes

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