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

HRID 381074

反応式

HRID 381074 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-9736ce116a9b4c69998374103a077294
出典データセット
uspto-grants-2001_10
特許番号
US06303785B1

関連ノート

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