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

HRID 1631012ノート

反応式

HRID 1631012 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  1. concentrationwas concentrated under reduced pressure

出典と根拠

ORDレコード
ord-52df734da1cd4fc7a22108b0804007e3
出典データセット
uspto-grants-2014_07
特許番号
US08791142B2

反応ノート

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