4-tert-Butylbenzaldehyde → HCID 86603114, 화합물

HRID 855430노트

반응식

HRID 855430 반응식
[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]

참가 물질

7

반응물 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

생성물 1

HCID 86603114HCID 86603114, 화합물수율 59.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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)+.

후처리

  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)

출처 및 근거

ORD 기록
ord-3b3fd4fb26444835a236ffb533003970
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07259183B2

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