Hydrochloric Acid → 2-(5-(3,5-Difluorophenyl)furo[3,2-b]pyridin-3-yl)acetic acid

HRID 2176650Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2176650
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[N:14]=[C:13]3[C:15]([CH2:18][C:19]([O:21]C)=[O:20])=[CH:16][O:17][C:12]3=[CH:11][CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.CO.[OH-].[Na+].Cl>C(Cl)Cl.O>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[N:14]=[C:13]3[C:15]([CH2:18][C:19]([OH:21])=[O:20])=[CH:16][O:17][C:12]3=[CH:11][CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 57691370Methyl 2-(5-(3,5-difluorophenyl)furo[3,2-b]pyridin-3-yl)acetate

Produkt 1

HCID 576912022-(5-(3,5-Difluorophenyl)furo[3,2-b]pyridin-3-yl)acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a flask charged with methyl 2-(5-(3,5-difluorophenyl)furo[3,2-b]pyridin-3-yl)acetate (1.46 g, 5 mmol) was added MeOH (1.5 mL), H2O (0.5 mL), followed by NaOH (2 mL, 6 M, 12 mmol) to generate a yellow solution, which was capped and maintained at rt for 18 h. The solution was acidified with conc. HCl to pH=3 and poured into CH2Cl2. The layers were separated and the organic layer was extracted with CH2Cl2 (2×10 mL), followed by EtOAc (2×10 mL). The combined organic extracts were dried over Na2SO4 and concentrated in vacuo to produce a colorless solid, which was of sufficient purity for use in the next step.

Aufarbeitung

  1. customwas capped
  2. customThe layers were separated
  3. extractionthe organic layer was extracted with CH2Cl2 (2×10 mL)
  4. dry with materialThe combined organic extracts were dried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customto produce a colorless solid, which

Quellen und Nachweise

ORD-Eintrag
ord-edc8d189ecd149a0b1881378aafe756b
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09066954B2

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