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

HRID 1247580노트

반응식

HRID 1247580 반응식
[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

참가 물질

4

반응물 2

HCID 21906723N-(1-Adamantylmethyl)-5-chloro-2-(3-hydroxy-1-propynyl)isonicotinamideHCID 178418361HCID 178418361, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 23948Rhodium촉매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-e93cd577b26c4193acaf476d91274bf6
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07129246B2

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