4-tert-Butylbenzaldehyde → HCID 86603114、化合物

HRID 855430ノート

反応式

HRID 855430 の反応式
[C:1]([C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]([CH3:24])[CH2:21][CH2:22][NH2:23])=[CH:16][CH:15]=1.[BH4-].[Na+].[NH:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][C:34]=2[C:36](O)=[O:37])[CH:29]=[CH:28]1.CCN=C=NCCCN(C)C.Cl>CO>[C:1]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9][N:23]([CH2:22][CH2:21][N:20]([C:17]2[CH:16]=[CH:15][C:14]([Cl:13])=[CH:19][CH:18]=2)[CH3:24])[C:36]([C:34]2[CH:33]=[CH:32][CH:31]=[C:30]3[C:35]=2[NH:27][CH:28]=[CH:29]3)=[O:37])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

7

反応物 5

HCID 703244-tert-ButylbenzaldehydeHCID 742811H-Indole-7-carboxylic acidHCID 88988N-(4-Chlorophenyl)-N-methylethylenediamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 4311764Sodium borohydride

生成物 1

HCID 86603114HCID 86603114、化合物収率 59.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

81 mg (0.5 mmol) of 4-tert-butyl benzaldehyde and 92 mg (0.5 mmol) of N-(4-chloro-phenyl)-N-methyl-ethane-1,2-diamine were dissolved in 2 ml methanol and the solution was stirred for 2 h at rt. 18.5 mg (0.5 mmol) of sodium borohydride were added in portions under nitrogen. The reaction mixture was stirred at rt for 30 min, the solvent was evaporated and the residue was suspended in 4 ml DCM. 88 mg (0.55 mol) of 1H-indole-7-carboxylic acid and 105 mg (0.55 mmol) of EDC.HCl were added and the mixture was stirred at rt over night. The product was purified by column chromatography (silica gel, diethyl ether) to yield 140 mg (59%) product as a colorless oil. MS (ISP) 474.4 (M+H)+.

後処理

  1. stirringThe reaction mixture was stirred at rt for 30 min
  2. customthe solvent was evaporated
  3. stirringthe mixture was stirred at rt over night
  4. customThe product was purified by column chromatography (silica gel, diethyl ether)

出典と根拠

ORDレコード
ord-3b3fd4fb26444835a236ffb533003970
出典データセット
uspto-grants-2007_08
特許番号
US07259183B2

反応ノート

読み込み中…