HCID 19817120, compound → HCID 19817117, compound

HRID 1087408Notes

Reaction equation

HRID 1087408 reaction equation
[ClH:1].[CH3:2][N:3]1[CH2:8][CH2:7][CH:6]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([CH2:18][CH2:19][NH:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH:16]=3)[NH:11][CH:10]=2)[CH2:5][CH2:4]1>Cl.C(=O)([O-])[O-].[Na+].[Na+]>[ClH:1].[CH3:2][N:3]1[CH2:4][CH:5]=[C:6]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([CH2:18][CH2:19][NH:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH:16]=3)[NH:11][CH:10]=2)[CH2:7][CH2:8]1

Participants

4

Reactant 1

HCID 19817120HCID 19817120, compound

Product 1

HCID 19817117HCID 19817117, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 10340Sodium CarbonateSolvent

Procedure

The product of Stage (ii) (0.93 g) was dissolved in hydrochloric acid (2N, 15 ml) and the resulting solution was basified in sodium carbonate solution (2N) and extracted with ethyl acetate. The insoluble solid (title compound free base, 0.28 g) was filtered off and the combined organic extract was dried (MgSO4) and evaporated to dryness to give more title compound base as a solid (0.42 g) m.p. 198°-200°. A sample of this material (0.21 g) was dissolved in methanol (6 ml) and treated with ethereal hydrogen chloride. On diluting with ether (30 ml), the title salt was precipitated. This was triturated with ether (200 ml) and then dried at 50° in vacuo to give the title compound as a solid (0.19 g), m.p. 126°-9°. (dec).

Workup

  1. extractionextracted with ethyl acetate
  2. filtrationThe insoluble solid (title compound free base, 0.28 g) was filtered off
  3. extractionthe combined organic extract
  4. dry with materialwas dried (MgSO4)
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-7d223ee9fdc0427da19db96189cd5e07
Source dataset
uspto-grants-1991_07
Patent number
US05036078

Reaction notes

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