Hydrochloric Acid → HCID 25258747, compound

HRID 446747Notes

Reaction equation

HRID 446747 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([CH:13]3[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]3)=[C:10]([CH3:26])[CH:9]=2)=[CH:4][C:3]=1[C:27]1[N:31]([C:32]2[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[C:34]([F:40])[C:33]=2[F:41])[N:30]=[N:29][N:28]=1.Cl>O1CCOCC1>[F:41][C:33]1[C:34]([F:40])=[C:35]([O:38][CH3:39])[CH:36]=[CH:37][C:32]=1[N:31]1[C:27]([C:3]2[C:2]([NH2:1])=[N:7][CH:6]=[C:5]([C:8]3[S:12][C:11]([CH:13]4[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]4)=[C:10]([CH3:26])[CH:9]=3)[CH:4]=2)=[N:28][N:29]=[N:30]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58293777HCID 58293777, compound

Product 1

HCID 25258747HCID 25258747, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To Compound 1107 (100 mg, 0.17 mmol) was added 4 mL of 4.0 N HCl in dioxane. The reaction was stirred at room temperature for 2 hours and concentrated under reduced pressure. The resulting yellow residue was dissolved in a minimum of MeOH and precipitated with cold Et2O. The yellow solids were filtered and dried to provide 3-(1-(2,3-difluoro-4-methoxyphenyl)-1H-tetrazol-5-yl)-5-(4-methyl-5-(piperidin-4-yl)thiophen-2-yl)pyridin-2-amine (Compound 22, 80 mg, 98%) as a yellow solid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe resulting yellow residue was dissolved in a minimum of MeOH
  3. customprecipitated with cold Et2O
  4. filtrationThe yellow solids were filtered
  5. customdried

Sources & evidence

ORD record
ord-b52e7437d44747e6b6c7fd9a3bfccea5
Source dataset
uspto-grants-2013_07
Patent number
US08481524B2

Reaction notes

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