1-Hydroxybenzotriazole → 4-{4-[(4'-Isopropyl-5-methyl-biphenyl-2-carbonyl)-amino]-phenyl}piperazine-1-carboxylic Acid Tert-Butyl Ester

HRID 1267114노트

반응식

HRID 1267114 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:21]([C:24]1[CH:29]=[CH:28][C:27]([C:30]2[C:31]([C:37](O)=[O:38])=[CH:32][CH:33]=[C:34]([CH3:36])[CH:35]=2)=[CH:26][CH:25]=1)([CH3:23])[CH3:22].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl>C(Cl)Cl.CCN(CC)CC>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[CH:16][C:17]([NH:20][C:37]([C:31]3[C:30]([C:27]4[CH:28]=[CH:29][C:24]([CH:21]([CH3:23])[CH3:22])=[CH:25][CH:26]=4)=[CH:35][C:34]([CH3:36])=[CH:33][CH:32]=3)=[O:38])=[CH:18][CH:19]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

7

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 11011301tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylateHCID 185454504'-Isopropyl-5-methyl-biphenyl-2-carboxylic acid

생성물 1

HCID 540547824-{4-[(4'-Isopropyl-5-methyl-biphenyl-2-carbonyl)-amino]-phenyl}piperazine-1-carboxylic Acid Tert-Butyl Ester수율 52%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

실험 절차

To a stirred solution of 4-(4-amino-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (4.15 g), 4′-isopropyl-5-methyl-biphenyl-2-carboxylic acid (3.81 g), HOBt (2.36 g), and Et3N (1.97 g) in CH2Cl2 (50 mL) was added EDCl (3.72 g) and the mixture was stirred at room temperature for 16 hours. The organic solution was then washed with water, with a saturated solution of NaHCO3, with brine and dried over Na2SO4. After filtration and evaporation of the filtrate, the residue was crystallized from diisopropyl ether to give the title compound (4 g) as white crystals.

후처리

  1. washThe organic solution was then washed with water, with a saturated solution of NaHCO3, with brine
  2. dry with materialdried over Na2SO4
  3. filtrationAfter filtration and evaporation of the filtrate
  4. customthe residue was crystallized from diisopropyl ether

출처 및 근거

ORD 기록
ord-4274c771fc4745b58400d346d47c7789
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06552022B1

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