Phosphine → HCID 69883566、化合物

HRID 2084061ノート

反応式

HRID 2084061 の反応式
Br[C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][N:8]2[CH:11]([CH3:13])[CH3:12])=[CH:4][CH:3]=1.CC(C)([O-])C.[Na+].P.[CH3:21][N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>C1(C)C(C)=CC=CC=1.ClCCl.C/C(/[O-])=C/C(C)=O.C/C(/[O-])=C/C(C)=O.[Pd+2]>[CH:11]([N:8]1[C:9]2[C:5](=[CH:4][CH:3]=[C:2]([CH:23]3[CH2:24][NH:25][CH2:26][CH2:27][N:22]3[CH3:21])[CH:10]=2)[CH:6]=[CH:7]1)([CH3:13])[CH3:12]

参加物

8

反応物 4

HCID 24404PhosphineHCID 531671-MethylpiperazineHCID 22732008HCID 22732008、化合物HCID 23676156Sodium t-butoxide

生成物 1

HCID 69883566HCID 69883566、化合物収率 44%

試薬・触媒・溶媒 3

HCID 5486778Palladium acetylacetonate触媒HCID 6344Dichloromethane溶媒HCID 7237O-Xylene溶媒

反応条件

温度
120 °C

実験手順

A mixture of 6-bromo-1-isopropylindole (23.8 mg, 0.1 mmol), sodium-tbutoxide (NaOtBu; 14.1 mg, 0.15 mmol), tri-tbutyl phosphine (tBu3P; 1 mg), palladium acetylacetonate (Pd(OAc)2; 1 mg) and 1-methylpiperazine (60 mg, 0.6 mmol) in xylene (1 ml) under argon was heated at 120° C. for 3 h., The cooled reaction mixture was diluted with dichloromethane, washed with water and the crude product purified by column chromatography on silica gel, eluting with 1% 2M ammonia/methanol in dichloromethane to give (11.3 mg, 44%) of the title compound.

後処理

  1. customThe cooled reaction mixture
  2. washwashed with water
  3. customthe crude product purified by column chromatography on silica gel
  4. washeluting with 1% 2M ammonia/methanol in dichloromethane

出典と根拠

ORDレコード
ord-b8fc9cc829764ef38571eda4ceeaaa98
出典データセット
uspto-grants-2004_04
特許番号
US06716837B1

反応ノート

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