Hydrochloric Acid → HCID 86709705, compound

HRID 2285412Notes

Reaction equation

HRID 2285412 reaction equation
[CH3:1][O:2][C:3](=[O:28])[C:4]([CH3:27])([CH3:26])/[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][S@@](C(C)(C)C)=O)[CH3:18])=[N:14]2)=[CH:9][CH:8]=1.[ClH:29]>CO.O1CCOCC1>[ClH:29].[CH3:1][O:2][C:3](=[O:28])[C:4]([CH3:27])([CH3:26])/[CH:5]=[CH:6]/[C:7]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][C:13]([C@H:17]([NH2:19])[CH3:18])=[N:14]2)=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86709707HCID 86709707, compound

Product 1

HCID 86709705HCID 86709705, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of (E)-2,2-dimethyl-4-{2-[(R)-1-((R)-2-methyl-propane-2-sulfinylamino)-ethyl]-quinolin-7-yl}-but-3-enoic acid methyl ester (700 mg, 1.74 mmol) in methanol (20 mL) was treated with hydrochloric acid in 1,4-dioxane (4 M, 10 mL). After stirring at room temperature for 2 h, the volatiles were removed in vacuo. The residual solvent was azeotroped off with toluene (3×15 mL) to give crude (E)-4-[2-((R)-1-amino-ethyl)-quinolin-7-yl]-2,2-dimethyl-but-3-enoic acid methyl ester hydrochloride.

Workup

  1. customthe volatiles were removed in vacuo
  2. customThe residual solvent was azeotroped off with toluene (3×15 mL)

Sources & evidence

ORD record
ord-2ff7ac4b76f64d819b4bcc376c3bc3bd
Source dataset
uspto-grants-2015_09
Patent number
US09145441B2

Reaction notes

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