N,N-dimethyl-N-[2-(7-nitro-1H-indazol-4-yl)ethyl]amine → N,N-dimethyl-N-[2-(7-amino-1H-indazol-4-yl)ethyl]amine

HRID 1032540

반응식

HRID 1032540 반응식
[CH3:1][N:2]([CH3:17])[CH2:3][CH2:4][C:5]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[C:10]2[C:6]=1[CH:7]=[N:8][NH:9]2>[Ni].O1CCCC1>[CH3:17][N:2]([CH3:1])[CH2:3][CH2:4][C:5]1[CH:13]=[CH:12][C:11]([NH2:14])=[C:10]2[C:6]=1[CH:7]=[N:8][NH:9]2

참가 물질

4

반응물 1

HCID 13629307N,N-dimethyl-N-[2-(7-nitro-1H-indazol-4-yl)ethyl]amine

생성물 1

HCID 13629325N,N-dimethyl-N-[2-(7-amino-1H-indazol-4-yl)ethyl]amine수율 82.2%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 8028Tetrahydrofuran용매

실험 절차

In the presence of 1.0 g of Raney nickel, 1.2 g of N,N-dimethyl-N-[2-(7-nitro-1H-indazol-4-yl)ethyl]amine is hydrogenated in 60 ml of tetrahydrofuran. The mixture is filtered, concentrated and recrystallized from ethyl acetate/hexane, thus producing 860 mg of N,N-dimethyl-N-[2-(7-amino-1H-indazol-4-yl)ethyl]amine, mp 125° C. This product is treated, in the amount of 460 mg, with ethanol and ethereal hydrochloric acid, recrystallization from methanol/diethyl ether yielding 505 mg of N,N-dimethyl-N-[2-(7-amino-1H-indazol-4-yl)ethyl]amine, dihydrochloride, mp 231°-232° C.

후처리

  1. filtrationThe mixture is filtered
  2. concentrationconcentrated
  3. customrecrystallized from ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-3146ba50f27c4b099d0409cdbd648f63
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04958026

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