6-[(3-{[Tert-butyl(dimethyl)silyl]oxy}propyl)(methyl)amino]-2-chloro-5-fluoronicotinonitrile → 2-Chloro-5-fluoro-6-[(3-hydroxypropyl)(methyl)amino]nicotinonitrile

HRID 2235939ノート

反応式

HRID 2235939 の反応式
[Si]([O:8][CH2:9][CH2:10][CH2:11][N:12]([CH3:23])[C:13]1[C:20]([F:21])=[CH:19][C:16]([C:17]#[N:18])=[C:15]([Cl:22])[N:14]=1)(C(C)(C)C)(C)C>C(O)C.Cl.O>[Cl:22][C:15]1[N:14]=[C:13]([N:12]([CH2:11][CH2:10][CH2:9][OH:8])[CH3:23])[C:20]([F:21])=[CH:19][C:16]=1[C:17]#[N:18]

参加物

3

反応物 1

HCID 866045996-[(3-{[Tert-butyl(dimethyl)silyl]oxy}propyl)(methyl)amino]-2-chloro-5-fluoronicotinonitrile

生成物 1

HCID 866046002-Chloro-5-fluoro-6-[(3-hydroxypropyl)(methyl)amino]nicotinonitrile収率 100.6%

試薬・触媒・溶媒 1

HCID 86604601Ethanol water hydrochloric acid溶媒

実験手順

A mixture of 6-[(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)(methyl)amino]-2-chloro-5-fluoronicotinonitrile (Example 310, 0.73 g, 2.04 mmol) in ethanol/HCl/water (95:1:4) (50 mL) was stirred at rt for 18 h, and then concentrated under reduced pressure. The residue was passed through a plug of silica gel with ethyl acetate as the eluent to give the product (0.5 g, 100%) as a waxy yellow solid. 1H NMR (400 MHz, CD3OD) δ 7.54 (d, 1H), 3.65 (dt, 2H), 3.54 (t, 2H), 3.18 (d, 3H), 1.85-1.77 (m, 2H).

後処理

  1. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-a7fcd62db8ff4bef88174829b9d7764d
出典データセット
uspto-grants-2010_05
特許番号
US07714004B2

反応ノート

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