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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Oxalyl chloride → (E)-4,4,4-Trifluoro-N-[2-(furo[3,2-b]pyridin-7-ylamino)-2-oxo-ethyl]but-2-enamide

HRID 333087
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HRID 333087 반응식
[F:1][C:2]([F:9])([F:8])/[CH:3]=[CH:4]/[C:5](O)=[O:6].C(Cl)(=O)C(Cl)=O.Cl.[NH2:17][CH2:18][C:19]([NH:21][C:22]1[CH:27]=[CH:26][N:25]=[C:24]2[CH:28]=[CH:29][O:30][C:23]=12)=[O:20].C(N(C(C)C)CC)(C)C>C(Cl)Cl.CN(C)C=O>[F:1][C:2]([F:9])([F:8])/[CH:3]=[CH:4]/[C:5]([NH:17][CH2:18][C:19]([NH:21][C:22]1[CH:27]=[CH:26][N:25]=[C:24]2[CH:28]=[CH:29][O:30][C:23]=12)=[O:20])=[O:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 65578Oxalyl chlorideHCID 81531DiisopropylethylamineHCID 57096144,4,4-Trifluorocrotonic acidHCID 668353512-Amino-N-furo[3,2-b]pyridin-7-yl-acetamide hydrochloride

생성물 1

HCID 56947336(E)-4,4,4-Trifluoro-N-[2-(furo[3,2-b]pyridin-7-ylamino)-2-oxo-ethyl]but-2-enamide

시약·촉매·용매 2

HCID 6344
Dichloromethane
촉매
HCID 6228Dimethylformamide용매

실험 절차

(E)-4,4,4-Trifluorobut-2-enoic acid (15.4 mg, 0.11 mmol) was dissolved in DCM (0.75 ml containing one drop of dimethyl formamide), oxalyl chloride was added (14 mg, 0.11 mmol) and the solution was stirred at room temperature for 15 minutes. This solution was added to a solution of 2-amino-N-furo[3,2-b]pyridin-7-yl-acetamide hydrochloride (25.3 mg, 0.11 mmol) and diisopropylethylamine (44 μl, 0.25 mmol) dissolved in dimethylformamide (1 ml) and the resulting mixture was stirred at room temperature overnight. The volatiles were removed under reduced pressure and the residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 6.9 mg (0.022 mmol, 20%).

후처리

  1. stirringthe resulting mixture was stirred at room temperature overnight
  2. customThe volatiles were removed under reduced pressure
  3. customthe residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile)
  4. customto yield 6.9 mg (0.022 mmol, 20%)

출처 및 근거

ORD 기록
ord-e2c379de5d714d4094c86493a3900f9a
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08877934B2

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