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Pyridine → HCID 76770966, 화합물

HRID 383467
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인쇄 미리보기

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HRID 383467 반응식
N1C=CC=CC=1.[CH3:7][C:8]1[C:12]([C:13]2[N:14]([C:27]3[CH:32]=[CH:31][C:30]([OH:33])=[CH:29][CH:28]=3)[C:15]3[C:20]([C:21]=2[C:22](=O)[C:23]([NH2:25])=[O:24])=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:11]([CH3:34])[O:10][N:9]=1.Cl.[NH2:36][OH:37]>CCO>[CH3:7][C:8]1[C:12]([C:13]2[N:14]([C:27]3[CH:28]=[CH:29][C:30]([OH:33])=[CH:31][CH:32]=3)[C:15]3[C:20]([C:21]=2[C:22](=[N:36][OH:37])[C:23]([NH2:25])=[O:24])=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:11]([CH3:34])[O:10][N:9]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 44466648HCID 44466648, 화합물

생성물 1

HCID 76770966HCID 76770966, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
150 °C

실험 절차

50 μl Pyridine was added to 8.8 mg 2-(2-(3,5-dimethylisoxazol-4-yl)-1-(4-hydroxyphenyl)-1H-indol-3-yl)-2-oxoacetamide and 32.6 mg hydroxylamine hydrochloride in 1.5 ml EtOH in a microwave vial. The vial was sealed and flushed with nitrogen. The mixture was heated to 150° C. for 7.5 min. and then to 150° C. for 5 min. in a Biotage Initiator microwave oven. The mixture was concentrated in vacuo and purified by preparative HPLC (formic acid buffer/acetonitrile). 2-(2-(3,5-dimethylisoxazol-4-yl)-1-(4-hydroxyphenyl)-1H-indol-3-yl)-2(hydroxyimino)acetamide (E35) was obtained as a mixture of syn and anti oxime isomers. ES/MS m/z: 391.4 (M+H), 389.5 (M−H); 1H NMR (DMSO-d6, 500 MHz): 7.37 (m, 1H), 7.20-7.03 (m, 5H), 6.84 (m, 2H), 2.15 (s, 3H) and 1.77 (s, 3H).

후처리

  1. customThe vial was sealed
  2. customflushed with nitrogen
  3. concentrationThe mixture was concentrated in vacuo
  4. custompurified by preparative HPLC (formic acid buffer/acetonitrile)

출처 및 근거

ORD 기록
ord-c1f38372db5c4270be7a9fbfe0247a76
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367665B2

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