Methyl 2-((4,6-difluoro-1H-indol-3-yl)thio)acetate → 2-((4,6-difluoro-1H-indol-3-yl)thio)acetic acid

HRID 1621265노트

반응식

HRID 1621265 반응식
[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]2[C:3]=1[C:4]([S:12][CH2:13][C:14]([O:16]C)=[O:15])=[CH:5][NH:6]2>O1CCCC1.[Li+].[OH-].C(OCC)C>[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]2[C:3]=1[C:4]([S:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:5][NH:6]2

참가 물질

5

반응물 1

HCID 68004081Methyl 2-((4,6-difluoro-1H-indol-3-yl)thio)acetate

생성물 1

HCID 680039162-((4,6-difluoro-1H-indol-3-yl)thio)acetic acid수율 98%

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 3939Lithium Hydroxide용매HCID 8028Tetrahydrofuran용매

실험 절차

Methyl 2-((4,6-difluoro-1H-indol-3-yl)thio)acetate (253 mg, 0.98 mmol) from Step A was dissolved in a mixture of tetrahydrofuran (8 mL) and 2.0 M aqueous LiOH (2 mL), then stirred vigorously at ambient temperature for 30 minutes. Tetrahydrofuran was removed in vacuo, the aqueous layer neutralized with 1.2 N HCl and extracted with CH2Cl2. The organic layer was dried over magnesium sulfate and removed in vacuo to produce an oily residue. After diluting the residue with diethylether and removing the solvent in vacuo a solid formed which was the desired product (232 mg, 0.95 mmol, 98% yield). LCMS>99% at 254 nm, RT=1.17 min, m/z=244 (M+1).

후처리

  1. customTetrahydrofuran was removed in vacuo
  2. extractionextracted with CH2Cl2
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customremoved in vacuo
  5. customto produce an oily residue
  6. customremoving the solvent in vacuo a solid
  7. customformed which

출처 및 근거

ORD 기록
ord-b1b6b9d17c6e45a0a3b8cc8b2af85272
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772509B2

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