Hydrochloric Acid → Hydrochloric Acid

HRID 2361718Notes

Reaction equation

HRID 2361718 reaction equation
[O:1]=[C:2]1[CH:10]2[CH2:11][C:6]3([NH:13]C(=O)OC(C)(C)C)[CH2:7][CH:8]([CH2:12][CH:4]([CH2:5]3)[NH:3]1)[CH2:9]2.[ClH:21]>O1CCOCC1>[ClH:21].[NH2:13][C:6]12[CH2:11][CH:10]3[CH2:9][CH:8]([CH2:12][CH:4]([NH:3][C:2]3=[O:1])[CH2:5]1)[CH2:7]2.[ClH:21]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 71038081HCID 71038081, compound

Product 2

HCID 313Hydrochloric AcidHCID 71007869HCID 71007869, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of lactam 14B (0.18 mmol) in 1,4-dioxane (2 mL) was added a solution of 4 N HCl in dioxane (1.0 mL) and the mixture was maintained at rt for 16 h. The reaction mixture was concentrated and the residue was dissolved in water (2 mL). The aqueous layer was washed with EtOAc (3×5 mL) and concentrated to provide amine 14 in 88% yield as a hydrochloric acid salt.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in water (2 mL)
  3. washThe aqueous layer was washed with EtOAc (3×5 mL)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-9c074b777e6f4c5f978d9711cfa327f2
Source dataset
uspto-grants-2014_04
Patent number
US08691808B2

Reaction notes

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