Tributylphosphine → 4-[3-(2,6-Dichloro-phenyl-5-isopropyl-isoxazol-4-ylmethoxy]-2-methyl-phenyl}-1H-indole-3-carboxylic acid methyl ester

HRID 250282ノート

反応式

HRID 250282 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:13]([CH2:14]O)=[C:12]([CH:16]([CH3:18])[CH3:17])[O:11][N:10]=1.[CH3:19][O:20][C:21]([C:23]1[C:31]2[C:26](=[CH:27][C:28]([C:32]3[CH:37]=[CH:36][C:35](O)=[CH:34][C:33]=3[CH3:39])=[CH:29][CH:30]=2)[NH:25][CH:24]=1)=[O:22].N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=[O:43].C(P(CCCC)CCCC)CCC>C1(C)C=CC=CC=1>[CH3:19][O:20][C:21]([C:23]1[C:27]2[C:26](=[CH:31][CH:30]=[CH:29][C:28]=2[C:32]2[CH:37]=[CH:36][CH:35]=[C:34]([O:43][CH:9]([C:3]3[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=3[Cl:8])[C:13]3[CH:14]=[N:10][O:11][C:12]=3[CH:16]([CH3:18])[CH3:17])[C:33]=2[CH3:39])[NH:25][CH:24]=1)=[O:22]

参加物

6

反応物 4

HCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 10850745(3-(2,6-Dichlorophenyl)-5-isopropylisoxazol-4-yl)methanolHCID 57443273HCID 57443273、化合物

生成物 1

HCID 866254054-[3-(2,6-Dichloro-phenyl-5-isopropyl-isoxazol-4-ylmethoxy]-2-methyl-phenyl}-1H-indole-3-carboxylic acid methyl ester収率 43.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a mixture of [3-(2,6-dichloro-phenyl)-5-isopropyl-isoxazol-4-yl]-methanol (112 mg, 0.391 mmol) and 6-(4-hydroxy-2-methyl-phenyl)-1H-indole-3-carboxylic acid methyl ester (100 mg, 0.355 mmol) and toluene (7 mL) is added 1,1′-(azodicarbonyl)dipiperidine (99 mg, 0.39 mmol) followed by tri-n-butylphosphine (105 μL, 0.426 mmol). The mixture is allowed to stir overnight at room temperature. The reaction mixture is concentrated and purified via chromatography cluting with CH2Cl2 to give 85 mg (40%) of the title compound. ES/MS m/e 549.0 (M+1).

後処理

  1. concentrationThe reaction mixture is concentrated
  2. custompurified via chromatography

出典と根拠

ORDレコード
ord-95146fbc922b4a7ea608e918964be6e1
出典データセット
uspto-grants-2011_01
特許番号
US07863302B2

反応ノート

読み込み中…