Hydrochloric Acid → HCID 60004113, compound

HRID 2183466Notes

Reaction equation

HRID 2183466 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][CH2:17][C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)[CH:11]=1)[CH3:9])(C)(C)C.Cl>O1CCOCC1>[NH2:7][C@H:8]([C:10]1[CH:11]=[C:12]([NH:16][CH2:17][C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)[CH:13]=[CH:14][CH:15]=1)[CH3:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 60004119HCID 60004119, compound

Product 1

HCID 60004113HCID 60004113, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of (S)-(1-{3-[(pyridin-3-ylmethyl)-amino]-phenyl}-ethyl)carbamic acid tert-butyl ester (3 g) and 9 mL of 4 N HCl in dioxane (20 mL) was heated at 60° for 2 h. The reaction mixture was concentrated in vacuo, and the residue was neutralized with 10 N NaOH followed by extraction with methylene chloride. The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo to give the title compound (1.9 g) as an oil.

Workup

  1. temperaturewas heated at 60° for 2 h
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. extractionfollowed by extraction with methylene chloride
  4. washThe organic layer was washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6db0c547b261404a9d82c04c483b7d84
Source dataset
uspto-grants-2005_05
Patent number
US06900210B2

Reaction notes

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