Hydrochloric Acid → HCID 69222084、化合物

HRID 2220073

反応式

HRID 2220073 の反応式
[CH3:1][N:2]1[C:6]2=[N:7][C:8]([CH3:11])=[CH:9][CH:10]=[C:5]2[N:4]=[N:3]1.CON(C)[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[N:18]=1)=[O:16].C[Si](C)(C)[N-][Si](C)(C)C.[Li+].Cl.C(=O)([O-])O.[Na+]>ClCCl.CO.O1CCCC1>[CH3:23][C:19]1[N:18]=[C:17]([C:15](=[O:16])[CH2:11][C:8]2[N:7]=[C:6]3[N:2]([CH3:1])[N:3]=[N:4][C:5]3=[CH:10][CH:9]=2)[CH:22]=[CH:21][CH:20]=1

参加物

9

反応物 5

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 2733832Lithium HexamethyldisilazideHCID 450794453,5-Dimethyl-3H-[1,2,3]triazolo[4,5-b]pyridineHCID 45869585N-methoxy-N,6-dimethylpyridine-2-carboxamide

生成物 1

HCID 69222084HCID 69222084、化合物収率 30.5%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of 3,5-dimethyl-3H-[1,2,3]triazolo[4,5-b]pyridine of Step B (200 mg, 1.35 mmol), 6-methylpyridine-2-carboxylic acid methoxy-methyl-amide (268 mg, 1.49 mmol), and tetrahydrofuran (5 ml) a 1.0 M solution of lithium hexamethyldisilazide (3.0 ml, 3.0 mmol) was added −78° C. in 10 min. The mixture was warmed up to ambient temperature in 90 min and stirred at the same temperature for 3 h. Methanol (10 ml) and 10% hydrochloric acid (1.5 ml) were added and stirring continued for 18 h. Sodium hydrogen carbonate (5 g) and dichloromethane (10 ml) were added and stirring continued for 10 min. After filtering off solids, the obtained mixture was concentrated. Chromatography on silica gel, eluting with ethyl acetate-hexane (2:3) yielded the title compound (110 mg, 30%).

後処理

  1. stirringstirring
  2. waitcontinued for 18 h
  3. stirringstirring
  4. waitcontinued for 10 min
  5. filtrationAfter filtering off solids
  6. concentrationthe obtained mixture was concentrated
  7. washChromatography on silica gel, eluting with ethyl acetate-hexane (2:3)

出典と根拠

ORDレコード
ord-0b83c331e9184315811f3b5d42166782
出典データセット
uspto-grants-2008_08
特許番号
US07417041B2

関連ノート

読み込み中…