Tetrabutylammonium Fluoride → 5-Chloro-1H-pyrrolo[2,3-b]pyridine

HRID 877931ノート

反応式

HRID 877931 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[CH:10]=[C:9]([Si](CC)(CC)CC)[NH:8][C:5]2=[N:6][CH:7]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 57774343HCID 57774343、化合物

生成物 1

HCID 242292135-Chloro-1H-pyrrolo[2,3-b]pyridine収率 90%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Compound 41 (4.37 g, 0.0164 mol) was dissolved in THE Molecular sieve (10 g of 3A) was added followed by TBAF (32.75 mL, 0.0328). The reaction mixture was stirred for 5 h at rt. Diluted with ethyl acetate and washed several times with water, brine and the organic layer was dried and concentrated in vacuo to an oil that was subjected to flash chromatography (30% EtOAc-70% hexanes) to give 02.3 g (90%) of the desired material 42. 1H NMR DMSO d6 11.8 (bs, 1H), 8.2 (s, 1H), 8.1 (s, 1H), 7.5 (s, 1H), 6.5 (s, 1H).

後処理

  1. additionwas added
  2. washwashed several times with water, brine
  3. customthe organic layer was dried
  4. concentrationconcentrated in vacuo to an oil that

出典と根拠

ORDレコード
ord-eda493c3e43641b98ccce8dac6c1bde1
出典データセット
uspto-grants-2015_03
特許番号
US08987454B2

反応ノート

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