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Trifluoroacetic acid → 2-(n-Butyl)-7-azaindole

HRID 248927
ノート
印刷プレビュー

反応式

HRID 248927 の反応式
C(OC([NH:8][C:9]1[C:14]([CH2:15][C:16](=O)[CH2:17][CH2:18][CH2:19][CH3:20])=[CH:13][CH:12]=[CH:11][N:10]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH2:17]([C:16]1[NH:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][N:10]=2)[CH2:18][CH2:19][CH3:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 189467111-[2-(t-Butoxycarbonylamino)pyridin-3-yl]hexan-2-one

生成物 1

HCID 177522782-(n-Butyl)-7-azaindole収率 115.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 1-[2-(t-butoxycarbonylamino)pyridin-3-yl]hexan-2-one (Y) (4.2 g) (prepared, e.g, as described in Preparation 18), in dichloromethane (25 ml) and trifluoroacetic acid (10 ml) was stirred at room temperature overnight. The solution was concentrated under vacuum and the residue was partitioned between aqueous ammonium hydroxide and ether. The ether layer was washed with brine, dried, and the solvent was evaporated. The residue was further purified by silica gel chromatography, eluting with 30% ethyl acetate-hexane, to give 2-(n-butyl)-7-azaindole (2.9 g), a compound of Formula (AB), as an oil, which crystallized on standing to a solid, m.p. 46°-47° C.

後処理

  1. concentrationThe solution was concentrated under vacuum
  2. customthe residue was partitioned between aqueous ammonium hydroxide and ether
  3. washThe ether layer was washed with brine
  4. customdried
  5. customthe solvent was evaporated
  6. customThe residue was further purified by silica gel chromatography
  7. washeluting with 30% ethyl acetate-hexane

出典と根拠

ORDレコード
ord-aa9ff80eab0c438791a263f343d1b8f5
出典データセット
uspto-grants-1993_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05212195

反応ノート

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