1,2-Dichloroethane → HCID 178487582、化合物

HRID 734750ノート

反応式

HRID 734750 の反応式
[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

参加物

8

反応物 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、化合物

生成物 1

HCID 178487582HCID 178487582、化合物収率 47.6%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
30 °C

実験手順

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]+

後処理

  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

出典と根拠

ORDレコード
ord-0beaf506032641d0bd616588b9a06fab
出典データセット
uspto-grants-2009_09
特許番号
US07592357B2

反応ノート

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