Sodium Hydroxide → HCID 178517809, compound

HRID 930802Notes

Reaction equation

HRID 930802 reaction equation
[CH:1]1([N:4]([C:9]2[CH:14]=[C:13]([Cl:15])[N:12]=[C:11](Cl)[N:10]=2)[CH2:5][CH2:6][CH2:7][OH:8])[CH2:3][CH2:2]1.[OH-:17].[Na+]>O1CCOCC1.O>[Cl:15][C:13]1[CH:14]=[C:9]([N:4]([CH:1]2[CH2:3][CH2:2]2)[CH2:5][CH2:6][CH2:7][OH:8])[NH:10][C:11](=[O:17])[N:12]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 903031303-(Cyclopropyl(2,6-dichloropyrimidin-4-yl)amino)propan-1-ol

Product 1

HCID 178517809HCID 178517809, compoundYield 45.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 3-(cyclopropyl(2,6-dichloropyrimidin-4-yl)amino)propan-1-ol (5.0 g, 19.07 mmol) in 1,4-dioxane (50 mL) was added a solution of NaOH (7.63 g, 191 mmol) in water (50 mL) at r.t, stirred for 4 h at 100° C. The organic solvent was removed under reduce vacuum and the PH was adjusted to 8 with aq. HCl (12 N). Purification via reverse C-18 column afforded the title compound (2.1 g) as a white solid.

Workup

  1. customThe organic solvent was removed
  2. customPurification via reverse C-18 column

Sources & evidence

ORD record
ord-e2afa682488845778da86693cd109935
Source dataset
uspto-grants-2016_03
Patent number
US09296755B2

Reaction notes

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