tert-Butyl carbazate → tert-butyl N'-{2-[1-(2,6-dichlorobenzyl)-3-methyl-1H-indazole-6-yl]acetyl}hydrazinecarboxylate

HRID 2199989노트

반응식

HRID 2199989 반응식
[Cl:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH2:14][C:15](O)=[O:16])[CH:12]=2)[C:7]([CH3:18])=[N:6]1.[C:24]([O:28][C:29](=[O:32])[NH:30][NH2:31])([CH3:27])([CH3:26])[CH3:25].O.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH2:14][C:15]([NH:31][NH:30][C:29]([O:28][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:32])=[O:16])[CH:12]=2)[C:7]([CH3:18])=[N:6]1

참가 물질

6

반응물 4

HCID 70091tert-Butyl carbazateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 60152151HCID 60152151, 화합물

생성물 1

HCID 118237099tert-butyl N'-{2-[1-(2,6-dichlorobenzyl)-3-methyl-1H-indazole-6-yl]acetyl}hydrazinecarboxylate수율 86.5%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of the compound [97] (73.2 mg) in chloroform (1.1 mL) were added tert-butylcarbazate (222.0 mg), 1-hydroxybenzotriazole monohydrate (113.5 mg) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (161.0 mg) at room temperature, and then the reaction mixture was stirred for 18 hours. The reaction mixture was quenched with water, and extracted with ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the titled compound (84.0 mg) as a white solid.

후처리

  1. customThe reaction mixture was quenched with water
  2. extractionextracted with ethyl acetate
  3. dry with materialThe obtained organic layer was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-15d0549f986446e08783f9d5b79f9477
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09359350B2

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