1,2-Dichloroethane → HCID 66571568, 화합물

HRID 83655

반응식

HRID 83655 반응식
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][N:7]2[CH:11]=[CH:10][CH:9]=[C:8]2[C:12]([N:14]2[CH2:19][CH2:18][CH:17]([C:20](O)=[O:21])[CH2:16][CH2:15]2)=[O:13])=[CH:4][CH:3]=1.C(Cl)CCl.[CH:29]1[CH:30]=[CH:31][C:32]2N(O)N=[N:35][C:33]=2C=1.[N:39]1C=CC=[CH:41][C:40]=1CCN>CCOC(C)=O.C(Cl)Cl>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][N:7]2[CH:11]=[CH:10][CH:9]=[C:8]2[C:12]([N:14]2[CH2:15][CH2:16][CH:17]([C:20]([NH:39][CH2:40][CH2:41][C:31]3[CH:30]=[CH:29][N:35]=[CH:33][CH:32]=3)=[O:21])[CH2:18][CH2:19]2)=[O:13])=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 759192-PyridineethanamineHCID 68380205HCID 68380205, 화합물

생성물 1

HCID 66571568HCID 66571568, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8857Ethyl Acetate용매

실험 절차

The following was added sequentially to DCM: 1-(1-(4-chlorobenzyl)-1H-pyrrole-2-carbonyl)piperidine-4-carboxylic acid (600 mg, 1.73 mmol), TEA (0.725 mL, 5.19 mmol), EDC (365 mg, 1.903 mmol), and HOBt (291 mqg, 1.903 mmol). This was allowed to stir at rt for 30 min, at which time pyridylethylamine (0.227 mL, 1.903 mmol) was added. Stirring continued for 18 h. At this time, the DCM and TEA were stripped off, and the residue was taken up in EtOAc and washed with 10% aqueous sodium carbonate (3×). The organic phase was collected, dried over magnesium sulfate, and concentrated in vacuo. The resulting solid/oil mixture was recrystallized from EtOAc to afford the title compound as small, white crystals. (Yield: 586 mg, 1.29 mmol, 75%) 1H NMR (400 MHz, CDCl3) 8.50, 7.21, 7.09, 7.02, 6.78, 6.30, 6.11, 5.55-5.42, 5.25, 4.32, 3.52, 2.87-2.71, 2.28-2.10, 1.72-1.65, 1.42-1.25

후처리

  1. additionwas added
  2. washwashed with 10% aqueous sodium carbonate (3×)
  3. customThe organic phase was collected
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe resulting solid/oil mixture was recrystallized from EtOAc

출처 및 근거

ORD 기록
ord-5d66f650c11140e29a9232faab160fdb
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846684B2

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