Dichloromethane → HCID 22397142, 화합물

HRID 1070643노트

반응식

HRID 1070643 반응식
[Cl:1][C:2]1[N:3]=[C:4]([CH3:19])[CH:5]=[C:6]2[C:11]=1[N:10]([CH3:12])[CH:9]=[C:8]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:7]2=[O:18].BrN1C(=O)CCC1=O.[NH:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1.C(Cl)Cl>ClC(Cl)C.CN(C=O)C>[Cl:1][C:2]1[N:3]=[C:4]([CH2:19][N:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)[CH:5]=[C:6]2[C:11]=1[N:10]([CH3:12])[CH:9]=[C:8]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:7]2=[O:18]

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 8083MorpholineHCID 67184N-bromobutanimideHCID 22397150HCID 22397150, 화합물

생성물 1

HCID 22397142HCID 22397142, 화합물수율 40%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 63651,1-Dichloroethane용매

실험 절차

Ethyl 8-chloro-1,6-dimethyl-4-oxo-1,4-dihydro[1,7]naphthyridine-3-carboxylate (Preparation 44, 0.62 g) and N-bromosuccinimide (0.45 g) are dissolved in dichloro-ethane (100 mL). The solution is subjected to light by shining a 650W sunlamp with stirring for 25 minutes. Solvent is evaporated and the crude solid obtained is dissolved in DMF (15 mL). Morpholine (0.86 g) is added and the mixture stirred for 18 hours. The mixture is poured into CH2Cl2 (200 mL) and then washed with water (3×200 mL). The organics are dried with Na2SO4, filtered and the solvent evaporated. The crude solid is chromatographed with MeOH/CH2Cl2 (0-5%) to obtain 0.32 g (40%) of the title compound as a light orange solid. Physical characteristics: MS (ESI+) m/z 366 (M+H).

후처리

  1. customSolvent is evaporated
  2. customthe crude solid obtained
  3. stirringthe mixture stirred for 18 hours
  4. washwashed with water (3×200 mL)
  5. dry with materialThe organics are dried with Na2SO4
  6. filtrationfiltered
  7. customthe solvent evaporated
  8. customThe crude solid is chromatographed with MeOH/CH2Cl2 (0-5%)

출처 및 근거

ORD 기록
ord-8e3ba4a9b4f047418bb102589132eb3f
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903097B2

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