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1,2-Dichloroethane → n-[1-(4-Cyano-3-fluoro-phenyl)-1-(3-methyl-3h-imidazol-4-yl)-ethyl]-3-(3-methoxy-phenyl)-propionamide

HRID 413420
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HRID 413420 반응식
[NH2:1][C:2]([C:10]1[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[C:12]([F:18])[CH:11]=1)([C:4]1[N:5]([CH3:9])[CH:6]=[N:7][CH:8]=1)[CH3:3].[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH2:27][CH2:28][C:29](O)=[O:30])[CH:24]=[CH:25][CH:26]=1.C(Cl)CCl.C1C=NC2N(O)N=NC=2C=1.C(N(CC)CC)C>CN(C=O)C>[C:14]([C:13]1[CH:16]=[CH:17][C:10]([C:2]([NH:1][C:29](=[O:30])[CH2:28][CH2:27][C:23]2[CH:24]=[CH:25][CH:26]=[C:21]([O:20][CH3:19])[CH:22]=2)([C:4]2[N:5]([CH3:9])[CH:6]=[N:7][CH:8]=2)[CH3:3])=[CH:11][C:12]=1[F:18])#[N:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 663363-(m-Methoxyphenyl)propionic acidHCID 181649HOAtHCID 11470581(+)-4-[1-amino-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-2-fluoro-benzonitrile

생성물 1

HCID 18533208n-[1-(4-Cyano-3-fluoro-phenyl)-1-(3-methyl-3h-imidazol-4-yl)-ethyl]-3-(3-methoxy-phenyl)-propionamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

(+)-4-[1-amino-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-2-fluoro-benzonitrile (0.074 g, 0.25 mmol), 3-(3-methoxyphenyl)propionic acid (0.054 g, 0.3 mmol) (K. J. Hwang et al., J. Org. Chem. (1992), 57[4]1262), EDC (0.275 g, 1.2 mmol), HOAT (0.055 g, 0.40 mmol), and triethylamine (0.167 mL, 1.2 mmol) were combined in DMF (3 mL) and stirred under Ar at ambient temperature for 20 hr. The reaction mixture was partitioned between EtOAc (120 mL) and H2O (100 mL), the organic layer separated, washed with dilute NaHCO3 solution, H2O, brine, and dried (MgSO4). Filtration and concentration to dryness gave the title compound.

후처리

  1. customThe reaction mixture was partitioned between EtOAc (120 mL) and H2O (100 mL)
  2. customthe organic layer separated
  3. washwashed with dilute NaHCO3 solution, H2O, brine
  4. dry with materialdried (MgSO4)
  5. filtrationFiltration and concentration to dryness

출처 및 근거

ORD 기록
ord-d5167fbe92f24550a640564382e60338
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06566385B2

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