1,2-Dichloroethane → N-methoxy-N-methyl-1H-indazole-5-carboxamide

HRID 1752544ノート

反応式

HRID 1752544 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([OH:12])=O)=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[CH3:13][NH:14][O:15][CH3:16].C(N(CC)CC)C.C(Cl)CCl>ClCCl.CN(C)C=O>[CH3:16][O:15][N:14]([CH3:13])[C:10]([C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][CH:7]=1)[NH:1][N:2]=[CH:3]2)=[O:12]

参加物

7

反応物 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 14232N,O-DimethylhydroxylamineHCID 42484541H-Indazole-5-carboxylic acid

生成物 1

HCID 62814299N-methoxy-N-methyl-1H-indazole-5-carboxamide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

To a suspension of Example 75A (1.6 g, 10 mmol) and N,O-dimethylhydroxylamine (1.1 g, 11 mmol) in dichloromethane (40 mL) and dimethylformamide (10 mL) was added triethylamine (1.67 mL, 12 mmol) and EDC (2.1 g, 11 mmol), and the mixture was stirred at room temperature for 24 hours. The solvents were evaporated under reduced pressure, and the resulting residue was diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate and purified by silica gel column chromatography in ethyl acetate to afford the title compound. MS (ESI+) m/z 206.0 (M+H)+.

後処理

  1. customThe solvents were evaporated under reduced pressure
  2. additionthe resulting residue was diluted with ethyl acetate
  3. washwashed with water
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. custompurified by silica gel column chromatography in ethyl acetate

出典と根拠

ORDレコード
ord-2e5d65556ea249fa8a6984cd39a7a461
出典データセット
uspto-grants-2015_10
特許番号
US09163007B2

反応ノート

読み込み中…