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1,2-Dichloroethane → HCID 11429770, 화합물

HRID 734701
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HRID 734701 반응식
[CH3:1][C:2]1[NH:3][C:4](=[O:21])[CH2:5][CH:6]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)[C:7]=1[C:8]([OH:10])=O.[NH2:22][C:23]1[CH:24]=[C:25]2[C:29](=[C:30]([CH3:32])[CH:31]=1)[NH:28][N:27]=[CH:26]2.C(Cl)CCl.CCN(CC)CC>CN(C=O)C.CCOC(C)=O.Cl>[CH3:1][C:2]1[NH:3][C:4](=[O:21])[CH2:5][CH:6]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)[C:7]=1[C:8]([NH:22][C:23]1[CH:24]=[C:25]2[C:29](=[C:30]([CH3:32])[CH:31]=1)[NH:28][N:27]=[CH:26]2)=[O:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 13820227-methyl-1H-indazol-5-amineHCID 160998652-Methyl-4-(2-naphthalenyl)-6-oxo-1,4,5,6-tetrahydro-3-pyridinecarboxylic acid

생성물 1

HCID 11429770HCID 11429770, 화합물수율 13.3%

시약·촉매·용매 3

HCID 313
Hydrochloric Acid
용매
HCID 6228Dimethylformamide용매
HCID 8857Ethyl Acetate용매

실험 절차

The product of Example 1, Step 2 (180 mg, 0.64 mmol, 1.00 equiv), 5-amino-7-methylindazole (94 mg, 0.64 mmol, 1.0 equiv), and EDC (147 mg, 0.768 mmol, 1.20 equiv) were suspended in 1.5 mL DMF. Et3N (0.107 mL, 0.768 mmol, 1.2 equiv) was added and the solution was stirred at room temperature for 18 hrs. 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. The organic phase was dried over Na2SO4, filtered, and concentrated en vacuo. The residue was triturated with EtOAc and CH2Cl2, filtered, and washed with CH2Cl2 to provide 35 mg (13%) of the title compound as an off white solid. MS (ES+) m/e 434 [M+H]+

후처리

  1. customThe phases were separated
  2. washthe organic phase was washed twice with 1N HCl, once with satd
  3. dry with materialThe organic phase was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated en vacuo
  6. customThe residue was triturated with EtOAc and CH2Cl2
  7. filtrationfiltered
  8. washwashed with CH2Cl2

출처 및 근거

ORD 기록
ord-8f9a0149e77241759cfddab221044160
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07592357B2

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