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Azido(trimethyl)stannane → HCID 178439913、化合物

HRID 2399464
ノート
印刷プレビュー

反応式

HRID 2399464 の反応式
[C:1]([CH:3]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][N:12]2[C:16]3=[N:17][CH:18]=[CH:19][C:20]([CH3:21])=[C:15]3[N:14]=[C:13]2[CH2:22][CH2:23][CH3:24])=[CH:7][CH:6]=1)#[N:2].C[Sn]([N:35]=[N+:36]=[N-:37])(C)C>C1(C)C=CC=CC=1>[CH3:21][C:20]1[CH:19]=[CH:18][N:17]=[C:16]2[N:12]([CH2:11][C:8]3[CH:7]=[CH:6][C:5]([CH2:4][CH:3]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)[C:1]4[NH:37][N:36]=[N:35][N:2]=4)=[CH:10][CH:9]=3)[C:13]([CH2:22][CH2:23][CH3:24])=[N:14][C:15]=12
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 5104973Azido(trimethyl)stannaneHCID 197381193-[4-(2-cyano-2-phenylethyl)phenyl]methyl-7-methyl-2-propyl-3H-imidazo[4,5-b]pyridine

生成物 1

HCID 178439913HCID 178439913、化合物収率 38%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a solution of the product of the product of Step E (46 mg, 0.12 mmol) in toluene (2 mL) was added 29 mg (0.14 mmol) of trimethylstannyl azide and the reaction mixture was refluxed for 24 hours. The reaction mixture was concentrated in vacuo. The residue was dissolved in THF and treated with 12N HCl (5 drops) for 5 minutes at room temperature. The mixture was concentrated in vacuo and purified on a silica gel flash chromatography column eluted with CHCl3 /MeOH/NH4OH (80:20:2) to afford 19.6 mg (38%) of the title compound.

後処理

  1. temperaturethe reaction mixture was refluxed for 24 hours
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. dissolutionThe residue was dissolved in THF
  4. additiontreated with 12N HCl (5 drops) for 5 minutes at room temperature
  5. concentrationThe mixture was concentrated in vacuo
  6. custompurified on a silica gel flash chromatography column
  7. washeluted with CHCl3 /MeOH/NH4OH (80:20:2)

出典と根拠

ORDレコード
ord-15b72564fd5945a197a5fd49f29f6275
出典データセット
uspto-grants-1995_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05449682

反応ノート

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