Hydroxylamine → Tert-butyl ({5-[amino(hydroxyimino)methyl]-3-chloropyridin-2-yl}amino)acetate

HRID 1631012노트

반응식

HRID 1631012 반응식
[NH2:1][OH:2].[Cl:3][C:4]1[C:5]([NH:12][CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[N:6][CH:7]=[C:8]([C:10]#[N:11])[CH:9]=1>C1COCC1>[NH2:11][C:10](=[N:1][OH:2])[C:8]1[CH:9]=[C:4]([Cl:3])[C:5]([NH:12][CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[N:6][CH:7]=1

참가 물질

4

반응물 2

HCID 787HydroxylamineHCID 58554110Tert-butyl [(3-chloro-5-cyanopyridin-2-yl)amino]acetate

생성물 1

HCID 76828193Tert-butyl ({5-[amino(hydroxyimino)methyl]-3-chloropyridin-2-yl}amino)acetate수율 101%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Hydroxylamine (1.5 mL, 39.5 mmol) was added into a solution of tert-butyl [(3-chloro-5-cyanopyridin-2-yl)amino]acetate (2.1 g, 7.9 mmol) in THF (30 mL) under nitrogen. The reaction mixture was stirred at RT for 48 hours, and then was concentrated under reduced pressure to afford the title compound as a white solid (2.4 g, quantitative). LC/MS, M+(ESI): 301.0. 1H NMR (DMSO-d6, 400 MHz) δ 9.52 (1H, s), 8.24 (1H, d), 7.81 (1H, d), 7.04 (1H, t), 5.80 (2H, s), 3.95 (2H, m), 1.37 (9H, s).

후처리

  1. concentrationwas concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-52df734da1cd4fc7a22108b0804007e3
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08791142B2

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