Hydrochloric Acid → HCID 66701289, compound

HRID 1643446Notes

Reaction equation

HRID 1643446 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:22][CH2:21][C:9]3([CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]3)[CH2:8]2)=[CH:3][CH:2]=1.[ClH:23].CO>>[ClH:23].[ClH:23].[N:1]1[CH:2]=[CH:3][C:4]([N:7]2[CH2:22][CH2:21][C:9]3([CH2:10][CH2:11][NH:12][CH2:13]3)[CH2:8]2)=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 67379602HCID 67379602, compound

Product 1

HCID 66701289HCID 66701289, compound

Conditions

Temperature
0 °C

Procedure

tert-Butyl 7-(pyridin-4-yl)-2,7-diazaspiro[4.4]nonane-2-carboxylate (2.208 mmol, 1 eq) was heated at the boiling temperature with hydrogen chloride in methanol (1.25 M, 6 eq) for 30 min. The methanol was concentrated in vacuo, the residue was dissolved in analytical grade ethanol (5 ml), and analytical grade acetone (25 ml) was added. The mixture was stirred at 0° C. for 30 min and a pale precipitate precipitated out. This was filtered out, washed with diethyl ether and dried under a high vacuum to obtain the desired product. Yield: 0.55 g (90%)

Workup

  1. concentrationThe methanol was concentrated in vacuo
  2. dissolutionthe residue was dissolved in analytical grade ethanol (5 ml), and analytical grade acetone (25 ml)
  3. additionwas added
  4. customa pale precipitate precipitated out
  5. filtrationThis was filtered out
  6. washwashed with diethyl ether
  7. customdried under a high vacuum

Sources & evidence

ORD record
ord-08cffd53ee9444d8827733d029c5ccd7
Source dataset
uspto-grants-2012_02
Patent number
US08119805B2

Reaction notes

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