Hydrazine → HCID 68514795, compound

HRID 641176Notes

Reaction equation

HRID 641176 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:5]=[C:4]([O:14][CH2:15][C:16]([CH3:19])([OH:18])[CH3:17])[CH:3]=1.[NH2:20][NH2:21]>O1CCOCC1>[NH:20]([C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:5]=[C:4]([O:14][CH2:15][C:16]([CH3:19])([OH:18])[CH3:17])[CH:3]=1)[NH2:21]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86243997HCID 86243997, compound

Product 1

HCID 68514795HCID 68514795, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1-(6-chloro-2-morpholin-4-yl-pyrimidin-4-yloxy)-2-methyl-propan-2-ol (2.58 g) was dissolved in dioxane (50 mL) and hydrazine (3 mL) was added. The solution was heated to reflux for one hour, at which point the solvent was evaporated. The solid was dissolved in dichloromethane (200 mL) and washed with 10% sodium carbonate (10 mL). The organic layer was dried over magnesium sulfate and evaporated to give 1-(6-hydrazino-2-morpholin-4-yl-pyrimidin-4-yloxy)-2-methyl-propan-2-ol, which was used without purification in the next reaction.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux for one hour, at which point the solvent
  3. customwas evaporated
  4. dissolutionThe solid was dissolved in dichloromethane (200 mL)
  5. washwashed with 10% sodium carbonate (10 mL)
  6. dry with materialThe organic layer was dried over magnesium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-0f9ee38938a34d0bab2f224d07411ce1
Source dataset
uspto-grants-2010_04
Patent number
US07696202B2

Reaction notes

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