Hydrochloric Acid → HCID 18540442, compound

HRID 1374125Notes

Reaction equation

HRID 1374125 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][CH2:10][N:11]2[CH2:18][CH:17]3[O:19][CH:13]([CH2:14][N:15](C(OC(C)(C)C)=O)[CH2:16]3)[CH2:12]2)=[CH:3][CH:2]=1.Cl>C(OC(=O)C)C>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][CH2:10][N:11]2[CH2:18][CH:17]3[O:19][CH:13]([CH2:14][NH:15][CH2:16]3)[CH2:12]2)=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18540402HCID 18540402, compound

Product 1

HCID 18540442HCID 18540442, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Conditions

Temperature
0 °C

Procedure

tert-Butyl 7-[4-(4-pyridinyl)butyl]-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate (0.9 g, 2.5 mmol, from step (i) above) was dissolved in ethylacetate, and then treated with ethylacetate saturated with HCl at 0° C. The mixture was stirred for 1 h at 0° C., and then at rt overnight. The solvent was evaporated. CH3CN (100 mL) and water (2 mL) were added together with K2CO3 (3.22 g). The mixture was stirred overnight. Filtration and evaporation gave the sub-title compound in 94% yield.

Workup

  1. customat rt
  2. customovernight
  3. customThe solvent was evaporated
  4. additionCH3CN (100 mL) and water (2 mL) were added together with K2CO3 (3.22 g)
  5. stirringThe mixture was stirred overnight
  6. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-683b2f398870487fb42785cc03796e96
Source dataset
uspto-grants-2007_01
Patent number
US07164017B2

Reaction notes

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