Hydrazine → HCID 68514795, compound

HRID 882749Notes

Reaction equation

HRID 882749 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-1d44cfe3197d4ffeafd7d19d16987929
Source dataset
uspto-grants-2012_08
Patent number
US08236795B2

Reaction notes

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