2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → Ethyl 6-chloro-7-(4-(8-methylquinolin-2-ylcarbamoyl)phenoxy)chroman-4-carboxylate

HRID 1626426

反応式

[C:1]([C:4]1[CH:26]=[CH:25][C:7]([O:8][C:9]2[CH:18]=[C:17]3[C:12]([CH:13]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:14][CH2:15][O:16]3)=[CH:11][C:10]=2[Cl:24])=[CH:6][CH:5]=1)(=[O:3])[NH2:2].Cl[C:28]1[CH:37]=[CH:36][C:35]2[C:30](=[C:31]([CH3:38])[CH:32]=[CH:33][CH:34]=2)[N:29]=1.CC(C1C=C(C(C)C)C(C2C=CC=CC=2P(C2CCCCC2)C2CCCCC2)=C(C(C)C)C=1)C>C1COCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[Cl:24][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][C:9]=1[O:8][C:7]1[CH:6]=[CH:5][C:4]([C:1](=[O:3])[NH:2][C:28]3[CH:37]=[CH:36][C:35]4[C:30](=[C:31]([CH3:38])[CH:32]=[CH:33][CH:34]=4)[N:29]=3)=[CH:26][CH:25]=1)[O:16][CH2:15][CH2:14][CH:13]2[C:19]([O:21][CH2:22][CH3:23])=[O:20]

参加物

反応条件

温度: 60 °C

実験手順

To a solution of ethyl 7-(4-carbamoylphenoxy)-6-chlorochroman-4-carboxylate (0.025 g, 0.0665 mmol), 2-chloro-8-methylquinoline (0.0130 g, 0.0732 mmol), X-PHOS (0.0238 g, 0.0732 mmol), and dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (0.00634 g, 0.0133 mmol) in THF (0.6 ml) was added tris(dibenzylideneacetone)dipalladium (0.0030 g, 0.0033 mmol), and the reaction was heated to 60° C. for 16 hours. The reaction was loaded directly onto silica gel and eluted with a gradient of 5-70% EtOAc/hexanes to yield the desired compound (0.024 g, 0.0464 mmol, 69.8% yield).

後処理

washeluted with a gradient of 5-70% EtOAc/hexanes

出典と根拠

ORDレコード: ord-723e14320c1d4a33a9b093e8239dbde6
出典データセット: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08785445B2

反応式

参加物

反応物 3

生成物 1

試薬・触媒・溶媒 2

反応条件

実験手順

後処理

出典と根拠

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