Hydrochloric Acid → HCID 86709713, compound

HRID 2285418Notes

Reaction equation

HRID 2285418 reaction equation
[CH3:1][O:2][C:3](=[O:29])[C:4]([CH3:28])([CH3:27])/[CH:5]=[CH:6]/[C:7]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][C:13]([C@H:17]([N:19]([CH3:26])[S@@](C(C)(C)C)=O)[CH3:18])=[N:14]2)=[CH:9][CH:8]=1.[ClH:30]>CO.O1CCOCC1>[ClH:30].[CH3:1][O:2][C:3](=[O:29])[C:4]([CH3:28])([CH3:27])/[CH:5]=[CH:6]/[C:7]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][C:13]([C@H:17]([NH:19][CH3:26])[CH3:18])=[N:14]2)=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86709715HCID 86709715, compound

Product 1

HCID 86709713HCID 86709713, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of (E)-2,2-dimethyl-4-(2-{(R)-1-[methyl-((R)-2-methyl-propane-2-sulfinyl)-amino]-ethyl}-quinolin-7-yl)-but-3-enoic acid methyl ester (77 mg, 0.19 mmol) in methanol (10 mL) was treated with hydrochloric acid in 1,4-dioxane (4 M, 5 mL). After stirring at room temperature for 2 h, the volatiles were removed in vacuo. The residual solvent was removed by azeotroping with toluene (3×10 mL) to give crude (E)-2,2-dimethyl-4-[2-((R)-1-methylamino-ethyl)-quinolin-7-yl]-but-3-enoic acid methyl ester hydrochloride.

Workup

  1. customthe volatiles were removed in vacuo
  2. customThe residual solvent was removed
  3. customby azeotroping with toluene (3×10 mL)

Sources & evidence

ORD record
ord-06d7d7fc43824fef85cad33de74dc82a
Source dataset
uspto-grants-2015_09
Patent number
US09145441B2

Reaction notes

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