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2-Amino-4-[2-(3-{[tert-butyl (dimethyl)silyl]oxy}prop-1-yn-1-yl)-1,3-thiazol-4-yl]-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)pyridine-3,5-dicarbonitrile → 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[2-(3-hydroxypropyl)-1,3-thiazol-4-yl]pyridine-3,5-dicarbonitrile

HRID 1969494
ノート
印刷プレビュー

反応式

HRID 1969494 の反応式
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[N:11]=[C:12]([C:15]#[C:16][CH2:17][O:18][Si](C(C)(C)C)(C)C)[S:13][CH:14]=2)[C:5]([C:26]#[N:27])=[C:4]([S:28][CH2:29][C:30]2[N:31]=[C:32]([C:35]3[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=3)[S:33][CH:34]=2)[N:3]=1.[H][H]>C(OCC)(=O)C.[Pd]>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[N:11]=[C:12]([CH2:15][CH2:16][CH2:17][OH:18])[S:13][CH:14]=2)[C:5]([C:26]#[N:27])=[C:4]([S:28][CH2:29][C:30]2[N:31]=[C:32]([C:35]3[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=3)[S:33][CH:34]=2)[N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 673501122-Amino-4-[2-(3-{[tert-butyl (dimethyl)silyl]oxy}prop-1-yn-1-yl)-1,3-thiazol-4-yl]-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)pyridine-3,5-dicarbonitrileHCID 178418361HCID 178418361、化合物

生成物 1

HCID 668964572-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[2-(3-hydroxypropyl)-1,3-thiazol-4-yl]pyridine-3,5-dicarbonitrile

試薬・触媒・溶媒 2

HCID 23938Palladium触媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

Under argon, 220 mg of the mixture from Example 22A were initially charged in 10 ml of ethyl acetate, 110 mg of palladium (10% on activated carbon) were added and the mixture was hydrogenated at atmospheric hydrogen pressure and room temperature overnight. The catalyst was filtered off through Celite, the filter cake was washed with ethyl acetate and the filtrate was concentrated. The residue was purified by preparative HPLC. This gave 31 mg (17% of theory) of the target compound.

後処理

  1. filtrationThe catalyst was filtered off through Celite
  2. washthe filter cake was washed with ethyl acetate
  3. concentrationthe filtrate was concentrated
  4. customThe residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-98af547800a946e29ad76d0dd8d13b10
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08426602B2

反応ノート

読み込み中…

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