Hydrochloric Acid → HCID 22310837、化合物

HRID 2305582ノート

反応式

HRID 2305582 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:23]=[CH:24][C:25]=1[Cl:26])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([NH:15][C:16](=[O:18])[CH3:17])=[CH:12][CH:13]=2)[CH:8]=[C:7]1[C:19]([O:21]C)=[O:20].[I-].[Li+].Cl>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:23]=[CH:24][C:25]=1[Cl:26])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([NH:15][C:16](=[O:18])[CH3:17])=[CH:12][CH:13]=2)[CH:8]=[C:7]1[C:19]([OH:21])=[O:20]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 66321Lithium iodideHCID 22310834HCID 22310834、化合物

生成物 1

HCID 22310837HCID 22310837、化合物収率 22.4%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Methyl N-(3,4-Dichlorobenzyl)-5-acetylaminoindole-2-carboxylate (88 mg) and lithium iodide (300 mg) were dissolved in pyridine and heated at reflux for 8 hours, then cooled to room temperature and poured into 2M HCl and extracted with diethyl ether. Combined organic extracts were dried (MgSO4) and concentrated in vacuo to give an oil which was purified by column chromatography using DCM-2% methanol as eluent to give the desired end product as a white solid (19 mg, 22%), mp 245-246°; NMR δ(CD3SOCD3) 2.02 (s, 3H), 5.82 (s, 2H), 6.90 (d, 1H), 7.20-7.55 (m, 5H), 8.02 (s, 1H), 9.83 (s, 1H); M/z(+) 377 (MH+), 278.

後処理

  1. temperatureheated
  2. temperatureat reflux for 8 hours
  3. extractionextracted with diethyl ether
  4. dry with materialCombined organic extracts were dried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customto give an oil which
  7. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-5c4b76848c6f44b2aac02f27990e6c95
出典データセット
uspto-grants-2002_08
特許番号
US06441004B1

反応ノート

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