Iodo benzene diacetate → Tert-butyl (1-(2-(7-iodo-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate

HRID 1041962

反応式

HRID 1041962 の反応式
[I:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8]/[N:9]=[CH:10]/[C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[C:14]([N:21]4[CH2:26][CH2:25][CH:24]([CH2:27][NH:28][C:29](=[O:35])[O:30][C:31]([CH3:34])([CH3:33])[CH3:32])[CH2:23][CH2:22]4)[CH:15]=[CH:16][CH:17]=3)[N:12]=2)[CH:3]=1.C(O)(=O)C.C(O)(=O)C.IC1C=CC=CC=1>>[I:1][C:2]1[CH:7]=[CH:6][N:5]2[C:10]([C:11]3[CH:20]=[CH:19][C:18]4[C:13](=[C:14]([N:21]5[CH2:22][CH2:23][CH:24]([CH2:27][NH:28][C:29](=[O:35])[O:30][C:31]([CH3:32])([CH3:34])[CH3:33])[CH2:25][CH2:26]5)[CH:15]=[CH:16][CH:17]=4)[N:12]=3)=[N:9][N:8]=[C:4]2[CH:3]=1

参加物

3

反応物 2

HCID 12217721Iodo benzene diacetate2 回HCID 178453093HCID 178453093、化合物

生成物 1

HCID 86654347Tert-butyl (1-(2-(7-iodo-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate

実験手順

To (E)-tert-butyl (1-(2-((2-(4-iodopyridin-2-yl)hydrazono)methyl)quinolin-8-yl)piperidin-4-yl)methylcarbamate (178 mg, 0.304 mmol) was added iodobenzene diacetate (IBD) (127 mg, 0.395 mmol). The reaction was stirred for 2 hours. Additional IBD (0.5 eq) was added and the reaction was stirred for another 2 hours and then quenched with saturated Na2S2O3 (5 mL). The organic layer was extracted with DCM, dried (Na2SO4) and concentrated. The crude material was purified by silica gel chromatography (EtOAc/Hexane/MeOH 2:1:0.1) to provide the final product.

後処理

  1. stirringthe reaction was stirred for another 2 hours
  2. customquenched with saturated Na2S2O3 (5 mL)
  3. extractionThe organic layer was extracted with DCM
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated
  6. customThe crude material was purified by silica gel chromatography (EtOAc/Hexane/MeOH 2:1:0.1)

出典と根拠

ORDレコード
ord-a814a3eba049463b9495d190a571ece9
出典データセット
uspto-grants-2013_10
特許番号
US08557809B2

関連ノート

読み込み中…