Hydrochloric Acid → HCID 67519857, compound

HRID 1925211Notes

Reaction equation

HRID 1925211 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[C:10]2[N:14]([C:15]=1[C:16]1[CH:21]=[CH:20][N:19]=[C:18]([NH:22][CH:23]3[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH2:24]3)[N:17]=1)[CH:13]=[CH:12][O:11]2.Cl>O1CCOCC1.CCOCC>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[C:10]2[N:14]([C:15]=1[C:16]1[CH:21]=[CH:20][N:19]=[C:18]([NH:22][CH:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)[N:17]=1)[CH:13]=[CH:12][O:11]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59011520HCID 59011520, compound

Product 1

HCID 67519857HCID 67519857, compoundYield 167.4%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent2×

Procedure

The tert-butyl 4-({4-[6-(2-chlorophenyl)imidazo[2,1-b][1,3]oxazol-5-yl]pyrimidin-2-yl}amino)piperidine-1-carboxylate (1.8 g, 3.6 mmol) is dissolved in 20 ml of dioxane and treated with 40 ml of anhydrous a four molar HCl in dioxane at room temperature (RT). The reaction mixture is stirred at room temperature for three hours. The mixture is then diluted with 100 ml of ether and stirred until product separates as a solid. Solid product is filtered and washed with ether. The product is dried at high vacuum to yield 1.3 g of pale yellow solid (94%).

Workup

  1. stirringstirred until product separates as a solid
  2. filtrationSolid product is filtered
  3. washwashed with ether
  4. customThe product is dried at high vacuum

Sources & evidence

ORD record
ord-78942027198d419e982751d0a713c78e
Source dataset
uspto-grants-2012_05
Patent number
US08178672B2

Reaction notes

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