Dichloromethane → HCID 22397142、化合物

HRID 1070643ノート

反応式

HRID 1070643 の反応式
[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]

参加物

7

反応物 4

HCID 6344DichloromethaneHCID 8083MorpholineHCID 67184N-bromobutanimideHCID 22397150HCID 22397150、化合物

生成物 1

HCID 22397142HCID 22397142、化合物収率 40%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 63651,1-Dichloroethane溶媒

実験手順

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).

後処理

  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%)

出典と根拠

ORDレコード
ord-8e3ba4a9b4f047418bb102589132eb3f
出典データセット
uspto-grants-2005_06
特許番号
US06903097B2

反応ノート

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