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

HRID 2176650노트

반응식

HRID 2176650 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-edc8d189ecd149a0b1881378aafe756b
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09066954B2

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