HCID 67106507, compound → HCID 67051257, compound

HRID 1959085Notes

Reaction equation

HRID 1959085 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 2M 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-24ca3c1c20e2464ebe97d0c196c12f95
Source dataset
uspto-grants-2013_04
Patent number
US08410123B2

Reaction notes

Loading…