Hydrochloric Acid → HCID 9900930, compound

HRID 353085Notes

Reaction equation

HRID 353085 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:23]=[C:24]([Cl:26])[CH:25]=1)[CH2:5][C:6]1[C:7]([NH:15]C(=O)OC(C)(C)C)=[N:8][N:9]([CH2:12][CH2:13][OH:14])[C:10]=1[CH3:11].Cl>O1CCOCC1>[NH2:15][C:7]1[C:6]([CH2:5][C:4]2[CH:3]=[C:2]([Cl:1])[CH:25]=[C:24]([Cl:26])[CH:23]=2)=[C:10]([CH3:11])[N:9]([CH2:12][CH2:13][OH:14])[N:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 17974169HCID 17974169, compound

Product 1

HCID 9900930HCID 9900930, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of the protected amine of Example 86 (50 mg, 0.1 3 mmol) in 1,4-dioxan was treated with 4M hydrogen chloride in 1,4-dioxan (320 μL, 1.25 mmol) and stirred at room temperature for 2 days. The solution was concentrated under reduced pressure. The residue was diluted with water (15 ml) and extracted with ethyl acetate (3×10 ml). The combined organic phases were dried over anhydrous magnesium sulphate, filtered and evaporated under reduced pressure to afford the title compound as a white solid and as the hydrochloride salt (19.5 mg).

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. additionThe residue was diluted with water (15 ml)
  3. extractionextracted with ethyl acetate (3×10 ml)
  4. dry with materialThe combined organic phases were dried over anhydrous magnesium sulphate
  5. filtrationfiltered
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-1671a8adbfab4c42a8dc683b8593542c
Source dataset
uspto-grants-2004_06
Patent number
US06750230B2

Reaction notes

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