Sodium hydride → 6-Chloro-2-isobutoxy-nicotinamide

HRID 1471606ノート

反応式

HRID 1471606 の反応式
Cl[C:2]1[N:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].ClC1C=[CH:20][C:16]([C:17](N)=[O:18])=[C:15](OCCC)N=1.[H-].[Na+]>C(#N)C>[Cl:11][C:9]1[CH:8]=[CH:7][C:3]([C:4]([NH2:6])=[O:5])=[C:2]([O:18][CH2:17][CH:16]([CH3:20])[CH3:15])[N:10]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 221427782,6-Dichloropyridine-3-carboxamideHCID 579687006-Chloro-2-propoxy-nicotinamide

生成物 1

HCID 579689596-Chloro-2-isobutoxy-nicotinamide収率 66.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 2,6-dichloro-nicotinamide (1) (3 g, 15.7 mmol) in acetonitrile (anhydrous, 30 mL) were added 2-methyl-propan-1-ol (2) (1.22 g, 16.5 mmol) and NaH (0.42 g, 16.5 mmol). The reaction was kept at r.t. O/N. The suspension was filtered and the filtrate was concentrated in vacuo. The residue was purified by Biotage silica gel chromatography with 10%-80% EtOAc/hexanes gradient elution to afford 2.39 g (66% yield) of the title compound.

後処理

  1. customwas kept at r.t
  2. filtrationThe suspension was filtered
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe residue was purified by Biotage silica gel chromatography with 10%-80% EtOAc/hexanes gradient elution

出典と根拠

ORDレコード
ord-f03710e065a14595978e016ae88d4090
出典データセット
uspto-grants-2015_04
特許番号
US09012431B2

反応ノート

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