Hydrazine → HCID 178446162, compound

HRID 2368548Notes

Reaction equation

HRID 2368548 reaction equation
CS[CH:3]1[N:11]([CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[C:10]2[N:9]=[C:8]([C:17]([F:20])([F:19])[F:18])[NH:7][C:6]=2[C:5](=[O:21])[NH:4]1.[NH2:22][NH2:23]>O>[CH2:12]([N:11]1[C:10]2[N:9]=[C:8]([C:17]([F:20])([F:19])[F:18])[NH:7][C:6]=2[C:5](=[O:21])[NH:4]/[C:3]/1=[N:22]\[NH2:23])[CH2:13][CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 667258292-(methylthio)-3-pentyl-8-(trifluoromethyl)-1,2,3,7-tetrahydro-6H-purin-6-one

Product 1

HCID 178446162HCID 178446162, compoundYield 86.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2-(methylthio)-3-pentyl-8-(trifluoromethyl)-1,2,3,7-tetrahydro-6H-purin-6-one (0.61 g, 0.95 mmol), hydrazine (3 mL, 100 mmol) and water (3 mL) was stirred at 100° C. for 1 h. The reaction solution was concentrated under reduced pressure. The residue was dissolved in DMSO and purified by preparative LCMS. The product fractions were collected and lyophilized to give the desired product (0.25 g, 65%). LCMS calculated for C11H15F3N6O: (M+H) 305.1. Found 305.1.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in DMSO
  3. custompurified by preparative LCMS
  4. customThe product fractions were collected

Sources & evidence

ORD record
ord-01033dbbe2804b1ea14369e69d264259
Source dataset
uspto-grants-2014_04
Patent number
US08703783B2

Reaction notes

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