Hydrochloric Acid → HCID 67405236, compound

HRID 1913447Notes

Reaction equation

HRID 1913447 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([N:12]2[CH2:27][CH2:26][C:15]3([CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16]3)[CH2:14][CH2:13]2)=[O:11])=[CH:5][CH:4]=1.[ClH:28].CO>O1CCOCC1>[ClH:28].[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]([N:12]2[CH2:13][CH2:14][C:15]3([CH2:18][NH:17][CH2:16]3)[CH2:26][CH2:27]2)=[O:11])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 58438501HCID 58438501, compound

Product 1

HCID 67405236HCID 67405236, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of tert-butyl 7-[(4-methoxyphenyl)acetyl]-2,7-diazaspiro[3.5]nonane-2-carboxylate (2.75 g, 11.2 mmol) in 15 mL of anhydrous dioxane was added 4N HCl in dioxane (3.8 mL). The reaction mixture was stirred at room temperature overnight. Methanol (3 mL) was added to dissolve the solids and the mixture was stirred at ambient temperature for another 2 hours. The reaction was concentrated to dryness and dried on high vacuum overnight to provide the product as a light yellow foam (2.31 g). MS (ES+) 275.4 (M+H)+. 1H NMR (D2O) δ 1.58 (t, 2H), 1.75 (t, 2H), 3.39 (t, 4H), 3.63 (s, 2H), 3.70 (s, 3H), 3.72-3.82 (m, 4H), 6.86 (d, 2H), 7.08 (d, 2H).

Workup

  1. dissolutionto dissolve the solids
  2. stirringthe mixture was stirred at ambient temperature for another 2 hours
  3. concentrationThe reaction was concentrated to dryness
  4. customdried on high vacuum overnight

Sources & evidence

ORD record
ord-5e4765ceb22a4ab8923ca63142ab0eec
Source dataset
uspto-grants-2013_12
Patent number
US08609680B2

Reaction notes

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