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Diisopropylethylamine → 4-[3-Fluoro-5-(imidazo[1,2-a]quinolin-7-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrile

HRID 2075656
ノート
印刷プレビュー

反応式

HRID 2075656 の反応式
I[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]1[CH:12]=[CH:13][N:14]=[C:7]1[CH:6]=[CH:5]2.[F:15][C:16]1[CH:17]=[C:18]([C:23]2([C:29]#[N:30])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[CH:19]=[C:20]([SH:22])[CH:21]=1.CCN(C(C)C)C(C)C.C1(P(C2C=CC=CC=2)C2C3OC4C(=CC=CC=4P(C4C=CC=CC=4)C4C=CC=CC=4)C(C)(C)C=3C=CC=2)C=CC=CC=1>O1CCOCC1.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]>[F:15][C:16]1[CH:17]=[C:18]([C:23]2([C:29]#[N:30])[CH2:24][CH2:25][O:26][CH2:27][CH2:28]2)[CH:19]=[C:20]([S:22][C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[N:8]2[CH:12]=[CH:13][N:14]=[C:7]2[CH:6]=[CH:5]3)[CH:21]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 113568234-(3-Fluoro-5-mercapto-phenyl)-tetrahydro-pyran-4-carbonitrileHCID 67091020HCID 67091020、化合物

生成物 1

HCID 248765394-[3-Fluoro-5-(imidazo[1,2-a]quinolin-7-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrile

試薬・触媒・溶媒 2

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

1g (230 mg, 0.82 mmol) and 4-(3-Fluoro-5-mercapto-phenyl)-tetrahydro-pyran-4-carbonitrile (1h, 230 mg, 0.99 mmol) were dissolved in 1,4-dioxane (10 mL) and degassed with N2 for 10 minutes. iPr2NEt (0.35 mL, 2.0 mmol), Pd2dba3 (20 mg, 0.02 mmol), and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (24 mg, 0.04 mmol) were added, and the mixture was degassed with N2 for an additional 10 minutes. The reaction was heated to 80° C. overnight, then cooled to room temperature, concentrated, and purified by silica gel chromatography to give the desired product, 1k.

後処理

  1. customdegassed with N2 for 10 minutes
  2. customthe mixture was degassed with N2 for an additional 10 minutes
  3. temperaturecooled to room temperature
  4. concentrationconcentrated
  5. custompurified by silica gel chromatography

出典と根拠

ORDレコード
ord-1cf4bc6bea014ce2ac4a36b4e51711d1
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07919621B2

反応ノート

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