Tributylphosphine → 5-{4-(5-Isopropoxy-3-methylimidazo(5,4-b]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dione

HRID 1599336ノート

反応式

HRID 1599336 の反応式
[CH:1]([O:4][C:5]1[N:10]=[C:9]2[N:11]([CH3:16])[C:12]([CH2:14][OH:15])=[N:13][C:8]2=[CH:7][CH:6]=1)([CH3:3])[CH3:2].O[C:18]1[CH:50]=[CH:49][C:21]([CH2:22][CH:23]2[S:27][C:26](=[O:28])[N:25]([C:29]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:24]2=[O:48])=[CH:20][CH:19]=1.C(P(CCCC)CCCC)CCC.N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O>C1(C)C=CC=CC=1>[CH:1]([O:4][C:5]1[N:10]=[C:9]2[N:11]([CH3:16])[C:12]([CH2:14][O:15][C:18]3[CH:50]=[CH:49][C:21]([CH2:22][CH:23]4[S:27][C:26](=[O:28])[N:25]([C:29]([C:42]5[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=5)([C:36]5[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=5)[C:30]5[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=5)[C:24]4=[O:48])=[CH:20][CH:19]=3)=[N:13][C:8]2=[CH:7][CH:6]=1)([CH3:3])[CH3:2]

参加物

6

反応物 4

HCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 28181265-(4-Hydroxybenzyl)-3-triphenylmethylthiazolidine-2,4-dioneHCID 108228683h-Imidazo[4,5-b]pyridine-2-methanol,3-methyl-5-(1-methylethoxy)-

生成物 1

HCID 107945465-{4-(5-Isopropoxy-3-methylimidazo(5,4-b]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dione収率 85.8%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A procedure similar to that described in Preparation was repeated, except that 0.33 g 5-isopropoxy-2-hydroxymethyl-3-methylimidazo[5,4-b]pyridine (prepared as described in Preparation 102), 0.69 g of 5-(4-hydroxybenzyl)-3-triphenylmethylthiazolidine-2,4-dione, 0.37 ml of tributylphosphine, 0.38 g of 1,1'-(azodicarbonyl)dipiperidine and 20 ml of toluene were used, and that the product was purified by column chromatography through silica gel, using a 1:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 0.85 g of the title compound, melting at 90°-100° C. (softening).

後処理

  1. customA procedure similar to that described in Preparation
  2. customthat the product was purified by column chromatography through silica gel
  3. additionby volume mixture of hexane and ethyl acetate as the eluent

出典と根拠

ORDレコード
ord-716a1a60b83849beb75ffb7dd0525a22
出典データセット
uspto-grants-1998_04
特許番号
US05739345

反応ノート

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