Hydrochloric Acid → (1s,4s)-2-Benzhydryl-2,5-diazabicyclo[2.2.1]heptane2hcl

HRID 718062Notes

Reaction equation

HRID 718062 reaction equation
[CH:1]([N:14]1[CH2:19][C@@H:18]2[CH2:20][C@H:15]1[CH2:16][N:17]2C(OC(C)(C)C)=O)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:28]>O1CCOCC1>[ClH:28].[ClH:28].[CH:1]([N:14]1[CH2:19][C@@H:18]2[CH2:20][C@H:15]1[CH2:16][NH:17]2)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70672817HCID 70672817, compound

Product 1

HCID 67006897(1s,4s)-2-Benzhydryl-2,5-diazabicyclo[2.2.1]heptane2hclYield 59%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of compound 200 (0.5 g, 1.37 mmol) in 4N HCl in dioxane (5 mL) was stirred for 1 h at room temperature and then concentrated. The residue was purified by trituration with Et2O and filtered to afford 201 (0.24 g, 59%) as a beige solid. LRMS (ESI): (calc) 264.2. (found) 265.3 (MH)+.

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by trituration with Et2O
  3. filtrationfiltered

Sources & evidence

ORD record
ord-70079933d01147b58f297b2df0d21852
Source dataset
uspto-grants-2015_11
Patent number
US09193749B2

Reaction notes

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