N-(1-Adamantylmethyl)-5-chloro-2-(3-hydroxy-1-propynyl)isonicotinamide → N-(1-Adamantylmethyl)-5-chloro-2-(3-hydroxypropyl)isonicotinamide

HRID 1247580ノート

反応式

HRID 1247580 の反応式
[C:1]12([CH2:11][NH:12][C:13](=[O:25])[C:14]3[C:19]([Cl:20])=[CH:18][N:17]=[C:16]([C:21]#[C:22][CH2:23][OH:24])[CH:15]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[H][H]>[Rh]>[C:1]12([CH2:11][NH:12][C:13](=[O:25])[C:14]3[C:19]([Cl:20])=[CH:18][N:17]=[C:16]([CH2:21][CH2:22][CH2:23][OH:24])[CH:15]=3)[CH2:2][CH:3]3[CH2:4][CH:5]([CH2:6][CH:7]([CH2:9]3)[CH2:8]1)[CH2:10]2

参加物

4

反応物 2

HCID 21906723N-(1-Adamantylmethyl)-5-chloro-2-(3-hydroxy-1-propynyl)isonicotinamideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 21906688N-(1-Adamantylmethyl)-5-chloro-2-(3-hydroxypropyl)isonicotinamide収率 62.8%

試薬・触媒・溶媒 1

HCID 23948Rhodium触媒

実験手順

A stirred suspension of N-(1-adamantylmethyl)-5-chloro-2-(3-hydroxy-1-propynyl)isonicotinamide (Example 1 (iii)) (0.48 g) and 5% rhodium on carbon (0.020 g) was stirred under a positive pressure (3 barr) of hydrogen until no further uptake was observed. The mixture was filtered and concentrated. The residue was purified by chromatography on silica gel eluting with ethyl acetate to afford the sub-titled compound (0.305 g) as an oil.

後処理

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. customThe residue was purified by chromatography on silica gel eluting with ethyl acetate

出典と根拠

ORDレコード
ord-e93cd577b26c4193acaf476d91274bf6
出典データセット
uspto-grants-2006_10
特許番号
US07129246B2

反応ノート

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