Hydrazine → HCID 68518548, compound

HRID 641172Notes

Reaction equation

HRID 641172 reaction equation
[C:1]([O:5][C:6](=[O:25])[N:7]([CH2:9][CH2:10][O:11][C:12]1[CH:17]=[C:16](Cl)[N:15]=[C:14]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[N:13]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[NH2:26][NH2:27]>O1CCOCC1>[C:1]([O:5][C:6](=[O:25])[N:7]([CH2:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([NH:26][NH2:27])[N:15]=[C:14]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[N:13]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86608381HCID 86608381, compound

Product 1

HCID 68518548HCID 68518548, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

[2-(6-chloro-2-morpholin-4-yl-pyrimidin-4-yloxy)-ethyl]-methyl-carbamic acid tert-butyl ester (5.6 g) was dissolved in dioxane (100 mL) and hydrazine (6 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 [2-(6-hydrazino-2-morpholin-4-yl-pyrimidin-4-yloxy)-ethyl]-methyl-carbamic acid tert-butyl ester, 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-0f70302683b14d4f9eb1a48b4c2e05eb
Source dataset
uspto-grants-2010_04
Patent number
US07696202B2

Reaction notes

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