HCID 59556148, compound → HCID 59556123, compound

HRID 1173255Notes

Reaction equation

HRID 1173255 reaction equation
Cl[C:2]1([C:12]2[S:13][C:14]([C:17]([N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[O:18])=[CH:15][N:16]=2)[CH2:11][CH2:10][C:5]2([O:9][CH2:8][CH2:7][O:6]2)[CH2:4][CH2:3]1>CO.[Pd]>[O:9]1[C:5]2([CH2:10][CH2:11][CH:2]([C:12]3[S:13][C:14]([C:17]([N:19]4[CH2:20][CH2:21][CH2:22][CH2:23]4)=[O:18])=[CH:15][N:16]=3)[CH2:3][CH2:4]2)[O:6][CH2:7][CH2:8]1

Participants

4

Reactant 1

HCID 59556148HCID 59556148, compound

Product 1

HCID 59556123HCID 59556123, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a Parr hydrogenation bottle was added 2-(8-chloro-1,4-dioxaspiro[4.5]dec-8-yl)-5-(pyrrolidin-1-ylcarbonyl)-1,3-thiazole (0.095 g, 0.266 mmol), dissolved in methanol (10 mL), followed by the addition of 10% Pd/C (0.02 g). This mixture was hydrogenated at 50 psi overnight. After the catalyst was filtered and washed with methanol, the filtrate was concentrated in vacuo to give 0.083 g of 2-(1,4-dioxaspiro[4.5]dec-8-yl)-5-(pyrrolidin-1-ylcarbonyl)-1,3-thiazole in 97% yield. MS (EI) calcd: (M+H)+=322.1; found: 322.0.

Workup

  1. customwas hydrogenated at 50 psi overnight
  2. filtrationAfter the catalyst was filtered
  3. washwashed with methanol
  4. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-9182788c7d1a4f9f91ff720ae709df20
Source dataset
uspto-grants-2010_11
Patent number
US07834021B2

Reaction notes

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