1,4-Dioxane hydrochloride → HCID 23156214, compound

HRID 1890664Notes

Reaction equation

HRID 1890664 reaction equation
C(OC(=O)[N:7]([C:14]1[N:19]=[CH:18][C:17]([CH2:20][N:21]2[C:25]3=[N:26][C:27]([CH3:31])=[CH:28][C:29]([CH3:30])=[C:24]3[N:23]=[C:22]2[CH2:32][CH3:33])=[CH:16][N:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(C)(C)C.O1CCOCC1.[ClH:41]>CO>[ClH:41].[CH2:32]([C:22]1[N:21]([CH2:20][C:17]2[CH:18]=[N:19][C:14]([NH:7][C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)=[N:15][CH:16]=2)[C:25]2=[N:26][C:27]([CH3:31])=[CH:28][C:29]([CH3:30])=[C:24]2[N:23]=1)[CH3:33]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 69433538HCID 69433538, compound

Product 1

HCID 23156214HCID 23156214, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

[5-(2-Ethyl-5,7-dimethylimidazo[4,5-b]pyridin-3-ylmethyl)pyrimidin-2-yl]phenylcarbamic acid tert-butyl ester (310 mg, 0.676 mmol) obtained in Step 7 was dissolved in methanol (5 mL), and a 4 mol/L hydrogen chloride-1,4-dioxane solution (4 mL) was added to the solution, followed by stirring at room temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure, and the residue was recrystallized from diethyl ether to obtain Compound 167 (255 mg, 96%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was recrystallized from diethyl ether

Sources & evidence

ORD record
ord-79c405dce7364d00bd3305ff6f06fc36
Source dataset
uspto-grants-2013_08
Patent number
US08507484B2

Reaction notes

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