Tetrahydrofuran → [4-(1-Cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-6-yl-ethynyl)-2-fluoro-phenyl] acetic acid ethyl ester

HRID 51703

反応式

HRID 51703 の反応式
COC(=O)[C:4]1[CH:9]=[CH:8][C:7]([C:10]#[C:11][C:12]2[CH:13]=[C:14](C3CC3)[C:15]3OC4(CC4)[CH2:18][C:17]([CH3:24])([CH3:23])[C:16]=3[CH:25]=2)=[CH:6][C:5]=1[F:29].[CH2:31]([O:33][C:34](=[O:44])[CH2:35]C1C=CC(I)=CC=1F)[CH3:32].C([N:47]([CH2:50]C)[CH2:48][CH3:49])C.O1CCC[CH2:53]1>CCCCCC.[Cu]I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(OCC)(=O)C>[CH2:31]([O:33][C:34](=[O:44])[CH2:35][C:4]1[CH:9]=[CH:8][C:7]([C:10]#[C:11][C:12]2[CH:25]=[C:16]3[C:15](=[CH:14][CH:13]=2)[N:47]([CH:48]2[CH2:53][CH2:49]2)[CH2:50][CH2:18][C:17]3([CH3:23])[CH3:24])=[CH:6][C:5]=1[F:29])[CH3:32]

参加物

9

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 18740710Ethyl 2-fluoro-4-iodophenylacetate2 回HCID 695484184-[(8-Cyclopropyl-3 4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1'-cyclopropane]-6-yl)ethynyl]-2-fluoro-benzoic acid methyl ester2 回

生成物 1

HCID 69548552[4-(1-Cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-6-yl-ethynyl)-2-fluoro-phenyl] acetic acid ethyl ester

試薬・触媒・溶媒 4

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 178418476HCID 178418476、化合物触媒HCID 8058Hexane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Following general procedure F and using 1-cyclopropyl-6-ethynyl-4,4-dimethyl-1,2,3,4-tetrahydro quinoline (Intermediate 53, 0.11 g, 0.49 mmol), ethyl-2-fluoro-4-iodo-phenyl acetate (Reagent C, 0.11 g, 0.9 mmol), triethyl amine (3 mL), tetrahydrofuran(3 mL), copper(I)iodide(0.06 g, 0.32 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.25 g, 0.36 mmol) followed by flash column chromatography over silica gel (230-400 mesh) using 10% ethyl acetate in hexane as the eluent, the title compound was obtained (0.1 g, 51%).

出典と根拠

ORDレコード
ord-dd4705a0694e4d37bed7ad22d9b3a0e2
出典データセット
uspto-grants-2004_03
特許番号
US06713647B2

関連ノート

読み込み中…