1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 67417406、化合物

HRID 1803620

反応式

HRID 1803620 の反応式
[C:1]([N:8]1[CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].BrC1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:17]=1[C:18]#[N:19].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2.CC(C)([O-])C.[Na+]>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]>[C:4]([O:3][C:1]([N:8]1[CH2:9][CH2:10][N:11]([C:12]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:17]=2[C:18]#[N:19])[CH2:13][CH2:14]1)=[O:2])([CH3:5])([CH3:6])[CH3:7]

参加物

7

反応物 4

HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 2756058Tert-butyl 1,4-diazepane-1-carboxylateHCID 217840962-Bromo-5-methoxybenzonitrileHCID 23676156Sodium t-butoxide

生成物 1

HCID 67417406HCID 67417406、化合物収率 92.3%

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
90 °C

実験手順

A mixture of Boc-homopiperazine (483 mg, 2.59 mmol), 2-bromo-5-methoxybenzonitrile (500 mg, 2.36 mmol), Pd2(dba)3 (108 mg, 0.12 mmol), xantphos (205 mg, 0.35 mmol), sodium t-butoxide (666 mg, 7.08 mmol) in degassed anhydrous dioxane (10 mL) was heated at 90° C. for 2 h. The mixture was allowed to cool and filtered through celite. The filtrate was concentrated and purified by chromatography (EtOAc/hexanes) to yield the title compound (691 mg, 92%). m/z (M+1) 318.39.

後処理

  1. temperatureto cool
  2. filtrationfiltered through celite
  3. concentrationThe filtrate was concentrated
  4. custompurified by chromatography (EtOAc/hexanes)

出典と根拠

ORDレコード
ord-7e9c72ccfe004b5ea75fd268cf53da6f
出典データセット
uspto-grants-2013_01
特許番号
US08349836B2

関連ノート

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