Hydrochloric Acid → HCID 59484932, compound

HRID 1408390Notes

Reaction equation

HRID 1408390 reaction equation
Cl.[F:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][C:13](=[O:16])[N:12]([CH2:17][C:18]3[CH:19]=[C:20]([C:24]4[N:29]=[C:28]([N:30]5[CH2:35][CH2:34][N:33](C(OC(C)(C)C)=O)[CH2:32][CH2:31]5)[CH:27]=[CH:26][N:25]=4)[CH:21]=[CH:22][CH:23]=3)[N:11]=2)[CH:6]=[C:7]([F:9])[CH:8]=1>O1CCOCC1>[F:9][C:7]1[CH:6]=[C:5]([C:10]2[CH:15]=[CH:14][C:13](=[O:16])[N:12]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]4[N:29]=[C:28]([N:30]5[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]5)[CH:27]=[CH:26][N:25]=4)[CH:19]=3)[N:11]=2)[CH:4]=[C:3]([F:2])[CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59484913HCID 59484913, compound

Product 1

HCID 59484932HCID 59484932, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

6.3 1.3 ml of 4 N HCl in dioxane are added to a solution of 81 mg (0.14 mmol) of tert-butyl 4-(2-{3-[3-(3,5-difluorophenyl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-4-yl)piperazine-1-carboxylate in 1 ml of dioxane, and the mixture is left at room temperature for 18 hours. The reaction mixture is partitioned between water and ethyl acetate. The aqueous phase is adjusted to a pH of 14 using 1 N NaOH and extracted with ethyl acetate. The organic phase is dried over sodium sulfate and evaporated: 6-(3,5-difluorophenyl)-2-[3-(4-piperazin-1-ylpyrimidin-2-yl)benzyl]-2H-pyridazin-3-one (“A13”) hydrochloride as colourless amorphous solid; ESI 461.

Workup

  1. customThe reaction mixture is partitioned between water and ethyl acetate
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic phase is dried over sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-52eb7b9ce77f4c44be41d5524407cfb1
Source dataset
uspto-grants-2014_12
Patent number
US08921357B2

Reaction notes

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