Hydrochloric Acid → HCID 59484871, compound

HRID 1422672Notes

Reaction equation

HRID 1422672 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][C:12](=[O:15])[N:11]([CH2:16][C:17]3[CH:18]=[C:19]([C:23]4[N:28]=[CH:27][C:26]([N:29]5[CH2:34][CH2:33][N:32](NC(OC(C)(C)C)=O)[CH2:31][CH2:30]5)=[CH:25][N:24]=4)[CH:20]=[CH:21][CH:22]=3)[N:10]=2)[CH:6]=[CH:7][CH:8]=1)#[N:2].Cl>C(#N)C.O1CCOCC1>[O:15]=[C:12]1[N:11]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]3[N:28]=[CH:27][C:26]([N:29]4[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]4)=[CH:25][N:24]=3)[CH:18]=2)[N:10]=[C:9]([C:5]2[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=2)[C:1]#[N:2])[CH:14]=[CH:13]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68512430HCID 68512430, compound

Product 1

HCID 59484871HCID 59484871, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 312751,4-DioxaneSolvent

Procedure

143 mg (0.26 mmol of tert-butyl 4-(2-{3-[3-(3-cyanophenyl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yl)piperazine-1-carbamate are dissolved in 6 ml of acetonitrile, and 6 ml of 4 M HCl in dioxane are added. The reaction mixture is stirred at room temperature for 1 h and evaporated. The residue is taken up in water and ethyl acetate, and the water phase is adjusted to pH 12 using NaOH and extracted with ethyl acetate and dichloromethane. The organic phases are combined, dried over sodium sulfate and purified by means of column chromatography.

Workup

  1. customevaporated
  2. extractionextracted with ethyl acetate and dichloromethane
  3. dry with materialdried over sodium sulfate
  4. custompurified by means of column chromatography

Sources & evidence

ORD record
ord-779bf903505a4c54993be8444c819c62
Source dataset
uspto-grants-2015_01
Patent number
US08927540B2

Reaction notes

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