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Hydrochloric Acid → HCID 58124899, compound

HRID 1971682
Notes
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Reaction equation

HRID 1971682 reaction equation
[CH:1]([N:4]1[C:30](=[O:31])[C:29]2[N:12]3[CH2:13][CH2:14][C:15]4[CH:16]=[C:17]([O:27][CH3:28])[C:18]([C:21]5[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=5)=[CH:19][C:20]=4[C:11]3=[C:10]([C:32]3[S:33][CH:34]=[CH:35][CH:36]=3)[C:9]=2[CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].Cl>O1CCOCC1.CO.C([O-])(O)=O.[Na+]>[CH:1]([N:4]1[C:30](=[O:31])[C:29]2[N:12]3[CH2:13][CH2:14][C:15]4[CH:16]=[C:17]([O:27][CH3:28])[C:18]([C:21]5[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=5)=[CH:19][C:20]=4[C:11]3=[C:10]([C:32]3[S:33][CH:34]=[CH:35][CH:36]=3)[C:9]=2[CH2:8][NH:7][CH2:6][CH2:5]1)([CH3:3])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 58124874HCID 58124874, compound

Product 1

HCID 58124899HCID 58124899, compound

Reagents, catalysts & solvents 3

HCID 887MethanolCatalystHCID 312751,4-DioxaneSolvent2×HCID 516892
Sodium Bicarbonate
Solvent

Procedure

To a solution of 50 mg of 10m in 1 ml of dioxane was added 150 μl of 4N HCl in dioxane and a few drops of methanol. The mixture was stirred for 3 hr at RT. The reaction mixture was diluted with 5 ml of 5% aq NaHCO3 and the product was extracted with ethyl acetate. The organic layer was washed with water, dried, concentrated and the residue was treated with diisopropyl ether, to give 35 mg of white crystalline 10n; Mp: 227-229° C.; Rf: 0.60 (CH2Cl2/methanol 80/20).

Workup

  1. extractionthe product was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. customdried
  4. concentrationconcentrated
  5. additionthe residue was treated with diisopropyl ether

Sources & evidence

ORD record
ord-5299f233b21e4c4f86cc67feba48b215
Source dataset
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08431564B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes