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1,1'-Carbonyldiimidazole → N,N-Dimethyl-4-[2-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]benzoyl-oxyacetamide

HRID 2257384
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HRID 2257384 반응식
[CH3:1][N:2]([CH3:33])[C:3](=[O:32])[CH2:4][O:5][C:6](=[O:31])[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[NH:14][C:15]([C:25]3[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=3)=[C:16](C3C=CC(F)=CC=3)[N:17]=2)=[CH:9][CH:8]=1.[F:34][C:35]1[CH:40]=[CH:39][C:38](C2N=C(C3C=CC(C(O)=O)=CC=3)NC=2C2C=CN=CC=2)=[CH:37][CH:36]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.CN(C)C(=O)CO>CN(C=O)C.O>[CH3:1][N:2]([CH3:33])[C:3](=[O:32])[CH2:4][O:5][C:6](=[O:31])[C:7]1[CH:12]=[CH:11][C:10]([C:13]2([C:38]3[CH:39]=[CH:40][C:35]([F:34])=[CH:36][CH:37]=3)[NH:17][CH:16]=[C:15]([C:25]3[CH:26]=[CH:27][N:28]=[CH:29][CH:30]=3)[NH:14]2)=[CH:9][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 682631,1'-CarbonyldiimidazoleHCID 110574684-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]benzoic acidHCID 128746822-Hydroxy-N,N-dimethylacetamideHCID 70237481N,N-Dimethyl-4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]-benzoyl-oxyacetamide

생성물 1

HCID 69303855N,N-Dimethyl-4-[2-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]benzoyl-oxyacetamide

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

N,N-Dimethyl-4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]-benzoyl-oxyacetamide--To a solution of 4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]benzoic acid (0.15 g, 0.42 mmol) [See Ex. 9 above] in DMF(10 ml) was added carbonyldiimidazole (0.34 g, 2.1 mmol). After stirring for 18 h at rt, N,N-dimethylglycolamide (0.43 g, 4.2 mmol) was added and stirring was continued for an additional 3h at rt. The reaction mixture was poured into H2O, extracted with EtOAc and evaporated. The residue was purified by flash chromatography eluting with a solvent gradient of 2% MeOH/CHCl3 to afford the title compound: CIMS (NH3, m/z): 445 (M+ +H).

후처리

  1. stirringstirring
  2. extractionextracted with EtOAc
  3. customevaporated
  4. customThe residue was purified by flash chromatography
  5. washeluting with a solvent gradient of 2% MeOH/CHCl3

출처 및 근거

ORD 기록
ord-d059349f84544cc296df2df439988458
출처 데이터셋
uspto-grants-1997_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05656644

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