Hydrochloric Acid → HCID 178480300, compound

HRID 1523391Notes

Reaction equation

HRID 1523391 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([CH2:8][CH2:9][CH2:10][N:11](C(OC(C)(C)C)=O)[C:12]([NH:21]C(OC(C)(C)C)=O)=[N:13]C(OC(C)(C)C)=O)[CH2:4][CH2:3]1.Cl>O1CCOCC1>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([CH2:8][CH2:9][CH2:10][NH:11][C:12]([NH2:21])=[NH:13])[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68526405N-[3-(1-methylpiperidin-4-yl)-propyl]-N,N',N''-tri-Boc-guanidine

Product 1

HCID 178480300HCID 178480300, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

To a 200 mL round bottom flask were added N-[3-(1-methylpiperidin-4-yl)-propyl]-N,N′,N″-tri-Boc-guanidine prepared as in Example 27 above (3.20 g, 0.0064 mol) and 1,4-dioxane (anhydrous, 50 mL). To the resultant stirred solution was added 4.0 M HCl in 1,4-dioxanes (6.42 mL, 0.026 mol) drop wise over 2.0 min. The resultant mixture was then warmed to 75° C., aged for 3 h then cooled to 0° C. A precipitate was formed. The bulk solvent was decanted and the solids were dried under vacuum for 12 h to yield N-[3-(N-methyl-4-piperidinyl)-1-propyl]guanidine, as its corresponding HCl salt.

Workup

  1. additionTo a 200 mL round bottom flask were added
  2. customA precipitate was formed
  3. customThe bulk solvent was decanted
  4. customthe solids were dried under vacuum for 12 h

Sources & evidence

ORD record
ord-e21ac3cc24724b6a801d88426468f9ed
Source dataset
uspto-grants-2015_07
Patent number
US09079884B2

Reaction notes

Loading…