1,2-Dichloroethane → HCID 178487582, 화합물

HRID 734750노트

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HRID 734750 반응식
[Cl:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH2:11])[CH:9]=2)[NH:4][N:3]=1.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]2[CH2:24][C:23](=[O:25])[NH:22][C:21]([CH3:26])=[C:20]2[C:27](O)=[O:28])=[CH:15][C:14]=1[O:30][CH3:31].C(Cl)CCl.CCN(CC)CC>CN(C=O)C.CCOC(C)=O.Cl>[Cl:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH:11][C:27]([C:20]3[CH:19]([C:16]4[CH:17]=[CH:18][C:13]([Cl:12])=[C:14]([O:30][CH3:31])[CH:15]=4)[CH2:24][C:23](=[O:25])[NH:22][C:21]=3[CH3:26])=[O:28])[CH:9]=2)[NH:4][N:3]=1

참가 물질

8

반응물 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 688272564-[4-Chloro-3-(methyloxy)phenyl]-2-methyl-6-oxo-1,4,5,6-tetrahydro-3-pyridinecarboxylic acidHCID 178507360HCID 178507360, 화합물

생성물 1

HCID 178487582HCID 178487582, 화합물수율 47.6%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

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온도
30 °C

실험 절차

3-Chloro-1H-indazol-5-amine (99 mg, 0.59 mmol, 1.0 equiv) was combined with the product of Step 4 (175 mg, 0.592 mmol, 1.00 equiv), EDC (134 mg, 0.710 mmol, 1.20 equiv) and Et3N (99.0 μL, 0.710 mmol, 1.20 equiv) in DMF (1.75 mL) and stirred at 30° C. for 18 hours. The reaction mixture was diluted with EtOAc and 1N HCl. The phases were separated, and the organic phase was washed twice with 1N HCl, once with satd. NaHCO3, and once with satd. NaCl. Solid precipitated out of the organic phase and was filtered and triturated with ether to provide 125 mg (47%) of the title compound as a white solid. MS (ES+) m/e 446 [M+H]+

후처리

  1. customThe phases were separated
  2. washthe organic phase was washed twice with 1N HCl, once with satd
  3. customSolid precipitated out of the organic phase
  4. filtrationwas filtered
  5. customtriturated with ether

출처 및 근거

ORD 기록
ord-0beaf506032641d0bd616588b9a06fab
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592357B2

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