Hydrochloric Acid → HCID 89933016, 화합물

HRID 2207743노트

반응식

HRID 2207743 반응식
[NH2:1][CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][C:9]([F:15])=[C:10]([O:13][CH3:14])[CH:11]=2)[NH:6][C:5]=1[C:16]([OH:18])=[O:17].C(N(C(C)C)CC)(C)C.[C:28](OC(=O)C)(=[O:30])[CH3:29].[OH-].[Na+].Cl>O1CCCC1>[C:28]([NH:1][CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][C:9]([F:15])=[C:10]([O:13][CH3:14])[CH:11]=2)[NH:6][C:5]=1[C:16]([OH:18])=[O:17])(=[O:30])[CH3:29]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 81531DiisopropylethylamineHCID 6164323-(2-Aminoethyl)-6-fluoro-5-methoxy-1H-indole-2-carboxylic acid

생성물 1

HCID 89933016HCID 89933016, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a mixture of 3-(2-aminoethyl)-6-fluoro-5-methoxy-1H-indole-2-carboxylic acid (1.90 g) and tetrahydrofuran (38.0 mL) were added diisopropylethylamine (6.45 mL) and acetic anhydride (1.42 mL), followed by stirring at room temperature overnight. To the reaction mixture was added a 1 M aqueous sodium hydroxide solution (50.0 mL), followed by stirring for 1 hour and acidifying by the addition of 1 M hydrochloric acid (90.0 mL). This mixture was extracted with ethyl acetate, and the organic layer was washed with saturated brine and then dried over anhydrous sodium sulfate. The insoluble materials were separated by filtration and the filtrate was concentrated under reduced pressure to obtain 3-(2-acetamidoethyl)-6-fluoro-5-methoxy-1H-indole-2-carboxylic acid (2.21 g) as a pale yellow solid.

후처리

  1. stirringby stirring for 1 hour
  2. extractionThis mixture was extracted with ethyl acetate
  3. washthe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe insoluble materials were separated by filtration
  6. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-a7b32a85f3d249f0b9e2ea89accda78e
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09376449B2

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