1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 5-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-oxadiazol-2-amine

HRID 634088노트

반응식

HRID 634088 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([NH:12][NH:13][C:14](=S)[NH:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=3)=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.CCN=C=NCCCN(C)C.Cl>C1(C)C=CC=CC=1>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]3[O:11][C:14]([NH:15][CH2:16][C:17]4[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=4)=[N:13][N:12]=3)=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

참가 물질

4

반응물 2

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 867250872-(1H-indole-5-carbonyl)-N-(4-methoxybenzyl)hydrazinecarbothioamide

생성물 1

HCID 867250885-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-oxadiazol-2-amine

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 2-(1H-indole-5-carbonyl)-N-(4-methoxybenzyl)hydrazinecarbothioamide (0.1 g, 0.284 mmol) and EDC.HCl (0.109 g, 0.586 mmol) in toluene (10 mL) was heated to reflux for 12 h. The mixture was cooled to RT. The supernatant layer was decanted and the sticky material in the bottom was dissolved in EtOAc (20 mL). The organic layer was washed with water, brine, dried, filtered and concentrated to give the crude material. MS (ESI, pos. ion) m/z: 321 (M+1).

후처리

  1. temperatureto reflux for 12 h
  2. customThe supernatant layer was decanted
  3. dissolutionthe sticky material in the bottom was dissolved in EtOAc (20 mL)
  4. washThe organic layer was washed with water, brine
  5. customdried
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-29d11e47197c49f99617f81c3a35131e
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321756B2

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