HCID 67106507, compound → HCID 67051257, compound

HRID 2388900Notes

Reaction equation

HRID 2388900 reaction equation
[F:1][C:2]1[C:31]([F:32])=[CH:30][CH:29]=[CH:28][C:3]=1[CH2:4][S:5][C:6]1[N:11]=[C:10]([NH:12][S:13]([N:16]2[CH2:25][CH2:24][C:19]3(OCC[O:20]3)[CH2:18][CH2:17]2)(=[O:15])=[O:14])[CH:9]=[C:8]([O:26][CH3:27])[N:7]=1>Cl.C1COCC1.C(OCC)(=O)C>[F:1][C:2]1[C:31]([F:32])=[CH:30][CH:29]=[CH:28][C:3]=1[CH2:4][S:5][C:6]1[N:11]=[C:10]([NH:12][S:13]([N:16]2[CH2:25][CH2:24][C:19](=[O:20])[CH2:18][CH2:17]2)(=[O:15])=[O:14])[CH:9]=[C:8]([O:26][CH3:27])[N:7]=1

Participants

5

Reactant 1

HCID 67106507HCID 67106507, compound2×

Product 1

HCID 67051257HCID 67051257, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

N-{2-[(2,3-Difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-1,4-dioxa-8-azaspiro[4.5]decane-8-sulfonamide (the product of step ii) (0.85 g) was heated to 50° C. in a mixture of 2 M aqueous hydrochloric acid (17 mL) and THF (17 mL). After 24 h, the reaction was allowed to cool to room temperature then diluted with ethyl acetate, the layers separated and the organic material washed with saturated aqueous sodium bicarbonate, water, saturated aqueous sodium chloride, dried with sodium sulfate, filtered and evaporated to afford the subtitle compound as a yellow oil. Yield: 0.83 g

Workup

  1. customthe layers separated
  2. washthe organic material washed with saturated aqueous sodium bicarbonate, water, saturated aqueous sodium chloride
  3. dry with materialdried with sodium sulfate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-cf0636a841d141f09b59b63e643f9455
Source dataset
uspto-grants-2012_09
Patent number
US08269002B2

Reaction notes

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