Dimethyl Sulfoxide → HCID 69745485、化合物

HRID 1760044ノート

反応式

HRID 1760044 の反応式
C(=O)([O-])[O-].[K+].[K+].F[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15].CS(C)=O.Cl.[NH2:22][CH:23]([C:40]([CH3:43])([CH3:42])[CH3:41])[C:24]([N:26]1[CH2:35][CH2:34][C:33]2[C:28](=[CH:29][C:30]([O:38][CH3:39])=[C:31]([O:36][CH3:37])[CH:32]=2)[CH2:27]1)=[O:25]>C(OCC)C>[CH3:37][O:36][C:31]1[CH:32]=[C:33]2[C:28](=[CH:29][C:30]=1[O:38][CH3:39])[CH2:27][N:26]([C:24](=[O:25])[C@@H:23]([NH:22][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15])[C:40]([CH3:41])([CH3:43])[CH3:42])[CH2:35][CH2:34]2

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 738951-Fluoro-2-nitrobenzeneHCID 22599906HCID 22599906、化合物

生成物 1

HCID 69745485HCID 69745485、化合物収率 27%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
80 °C

実験手順

Anhydrous potassium carbonate (640 mg, 4.63 mmol) and 2-fluoronitrobenzene (820 mg, 5.81 mmol) were added to a dimethyl sulfoxide (100 ml) solution of N-(2-amino-3,3-dimethylbutyryl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (1.05 g, 3.42 mmol) obtained in Reference example 7, and the mixture was heated at 80° C. for 90 minutes. The reaction mixture was cooled to room temperature, diluted with a diethyl ether solution (200 ml), washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography using ethyl acetate and hexane (1:4 to 2:1) as an eluent to obtain the captioned compound (395 mg, 27%) as an orange foamy substance.

後処理

  1. customobtained in Reference example 7
  2. temperatureThe reaction mixture was cooled to room temperature
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-40ed47afac5b49fdaf959051f95f3ee6
出典データセット
uspto-grants-2005_01
特許番号
US06838465B2

反応ノート

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