Hydrochloric Acid → HCID 9879509, compound

HRID 2182163Notes

Reaction equation

HRID 2182163 reaction equation
C(OC(=O)[N:7]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=1)[C:8]1[N:13]=[C:12]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[CH:11]=[N:10][CH:9]=1)(C)(C)C.Cl.O1CCOCC1.Cl>CO>[Cl:27][C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][CH:24]=1)[CH2:20][NH:7][C:8]1[N:13]=[C:12]([N:14]2[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]2)[CH:11]=[N:10][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 204431481,4-Dioxane hydrochlorideHCID 69732319HCID 69732319, compound

Product 1

HCID 9879509HCID 9879509, compoundYield 85.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(3-Chloro-benzyl)-(3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-6′-yl)-carbamic acid tert-butyl ester I-4f (37.5 mg, 0.09 mmol) was treated with 4.0M HCl/Dioxane (2 mL, 8 mmol). Methanol was added until a clear solution is formed and the mixture was stirred overnight at ambient temperature. The reaction mixture was poured into 1N HCl and extracted with ethyl acetate. The aqueous phase was brought to pH 14 with 5N KOH and extracted with Ethyl Acetate. The organic layers were washed with brine, dried (Na2SO4), and concentrated to afford the title compound 4-M (23.3 mg).

Workup

  1. customis formed
  2. extractionextracted with ethyl acetate
  3. extractionextracted with Ethyl Acetate
  4. washThe organic layers were washed with brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-1c0964fcbdb74d6286d00de59a2ccb8a
Source dataset
uspto-grants-2005_05
Patent number
US06894050B2

Reaction notes

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