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

HRID 250282노트

반응식

HRID 250282 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-95146fbc922b4a7ea608e918964be6e1
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863302B2

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