1,2-Dichloroethane → N-(3-cyanobenzyl)-2N-(4-chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

HRID 1432541노트

반응식

HRID 1432541 반응식
ClC1C=CC(NC([CH:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14][CH:13]([C:21]([OH:23])=O)[NH:12]2)=O)=CC=1.[C:24]([C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH2:29][NH2:30])#[N:25].[CH2:34]([Cl:37])[CH2:35]Cl.[OH2:38]>CN(C=O)C.CCOC(C)=O.CO.C(Cl)Cl.CCOC(C)=O>[C:24]([C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH2:29][NH:30][C:21]([CH:13]1[CH2:14][C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:11][N:12]1[C:11]([NH:12][C:13]1[CH:21]=[CH:35][C:34]([Cl:37])=[CH:15][CH:14]=1)=[O:38])=[O:23])#[N:25]

참가 물질

8

반응물 4

HCID 111,2-DichloroethaneHCID 962WaterHCID 457594Benzonitrile, 3-(aminomethyl)-HCID 131727716(4-Chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

생성물 1

HCID 86606516N-(3-cyanobenzyl)-2N-(4-chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매HCID 21901258Dichloromethane ethyl acetate methanol용매

실험 절차

To a solution of 2N-(4-chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (291 mg, 0.880 mmol) and 3-cyanobenzylamine (140 mg, 1.06 mmol) in DMF (7 mL), EDC (254 mg, 1.32 mmol) was added. The mixture was then stirred at room temperature overnight. H2O and EtOAc were added. The organic layer was separated, washed with 1N HCl, dried over Na2SO4, concentrated in vacuo to give a solid. After being trituated with EtOAc/MeOH/CH2Cl2, the white solid was collected, dried on vacuum (148 mg), which was pure enough for the next reaction.

후처리

  1. customThe organic layer was separated
  2. washwashed with 1N HCl
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customto give a solid
  6. customthe white solid was collected
  7. customdried on vacuum (148 mg), which
  8. customwas pure enough for the next reaction

출처 및 근거

ORD 기록
ord-83afb3a3ec9a4e74a4f0d8c940da6a62
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612089B2

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