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

HRID 40355ノート

反応式

HRID 40355 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9e2a9d3180d74ebbb1e4d342dfbc4516
出典データセット
uspto-grants-2013_09
特許番号
US08524900B2

反応ノート

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