Methanol → 2-[2-Hydroxy-5-(pyrrolidine-1-carbonyl)-phenyl]-quinoline-6-carboxylic Acid Methyl Ester

HRID 1788414Notes

Reaction equation

[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[O:9])=[CH:4][C:3]=1[C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[C:20]([C:25]([OH:27])=[O:26])[CH:21]=2)[N:16]=1.[CH3:28]O>Cl.O1CCOCC1>[CH3:28][O:26][C:25]([C:20]1[CH:21]=[C:22]2[C:17](=[CH:18][CH:19]=1)[N:16]=[C:15]([C:3]1[CH:4]=[C:5]([C:8]([N:10]3[CH2:14][CH2:13][CH2:12][CH2:11]3)=[O:9])[CH:6]=[CH:7][C:2]=1[OH:1])[CH:24]=[CH:23]2)=[O:27]

Participants

Conditions

Temperature: 60 °C

Procedure

To the solution of 295 mg (0.81 mmol) of Compound 19 in 3 mL of methanol, 1 mL of 4M HCl/dioxane was added, and the mixture was heated at 60° C. overnight. The reaction mixture was then evaporated to dryness to give Compound 20 in quantitative yield. MS: 377.18 (M+H+).

Workup

customThe reaction mixture was then evaporated to dryness

Sources & evidence

ORD record: ord-57391e0ab296494086ca597e54799ab9
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07511145B2

Reaction notes

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