Hydrochloric Acid → HCID 69147888, compound

HRID 2114842Notes

Reaction equation

HRID 2114842 reaction equation
[O:1]=[C:2]1[NH:11][CH2:10][C:5]2([CH2:9][CH2:8][CH2:7][CH2:6]2)[N:4](C([O-])=O)[CH2:3]1.Cl.CC[NH+]([CH2:21][CH3:22])CC.CC[NH+](CC)CC.[C:30]([O-:33])([O-])=O.CCN(C(C)C)[CH:37]([CH3:39])[CH3:38].O1[CH2:48][CH2:47][O:46][CH2:45]C1>>[CH3:30][O:33][C:22]1[CH:21]=[C:47]([O:46][CH3:45])[CH:48]=[CH:38][C:37]=1[CH2:39][N:11]1[CH2:10][C:5]2([CH2:6][CH2:7][CH2:8][CH2:9]2)[NH:4][CH2:3][C:2]1=[O:1]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 312751,4-Dioxane2×HCID 81531DiisopropylethylamineHCID 15264167Carbonic acid--N,N-diethylethanamine (1/2)HCID 131727089HCID 131727089, compound

Product 1

HCID 69147888HCID 69147888, compound

Procedure

To a solution of tert-butyl 9-2,4-dimethoxybenzyl)-8-oxo-6,9-diazaspiro[4.5]decane-6-carboxylate (1.76 g, 4.36 mmol) in dioxane (34 mL) at 0° C. was added 4.0M HCl in dioxane (10.22 mL, 40.89 mmol). The reaction was stirred at room temperature for 4 days and treated with MP-carbonate resin (6.70 g, load value of 2.62 mmol/g) and Hunig's base (26 μL). The mixture was placed on a rotator for 2 days and filtered, washing with CH2Cl2. The resulting filtrate was concentrated in vacuo to afford the product as an orange oil.

Workup

  1. waitThe mixture was placed on a rotator for 2 days
  2. filtrationfiltered
  3. washwashing with CH2Cl2
  4. concentrationThe resulting filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-181805b1cc8f477f848f37fa63675a54
Source dataset
uspto-grants-2008_10
Patent number
US07435735B2

Reaction notes

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