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Aniline → 2-(Benzo[b]thiophen-7-yl)-2-(phenylamino)acetic acid

HRID 469469
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인쇄 미리보기

반응식

HRID 469469 반응식
[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[CH:7][CH:8]=[C:9](B(O)O)[C:2]1=2.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O.O=[CH:22][C:23]([OH:25])=[O:24]>CC#N>[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[CH:7][CH:8]=[C:9]([CH:22]([NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:23]([OH:25])=[O:24])[C:2]1=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6115AnilineHCID 15620607Glyoxylic acid, monohydrateHCID 166405281-Benzothien-7-ylboronic acid

생성물 1

HCID 585570382-(Benzo[b]thiophen-7-yl)-2-(phenylamino)acetic acid수율 63.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of benzo[b]thiophen-7-ylboronic acid (300 mg, 1.68 mmol), aniline (157 mg, 1.68 mmol), and 2-oxoacetic acid hydrate (155 mg, 1.68 mmol) in CH3CN (20 ml) was stirred at room temperature for 2 hours. The solvent was evaporated and the crude was purified by flash chromatography (DCM/MeOH=9/1) to obtain 2-(benzo[b]thiophen-7-yl)-2-(phenylamino)acetic acid (303 mg, 63.5% yield).

후처리

  1. customThe solvent was evaporated
  2. customthe crude was purified by flash chromatography (DCM/MeOH=9/1)

출처 및 근거

ORD 기록
ord-b0b765b6764c4e89aa545c36aae88dc5
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08629160B2

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