Hydrochloric Acid → HCID 69222084, 화합물

HRID 2220073

반응식

HRID 2220073 반응식
[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

참가 물질

9

반응물 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

생성물 1

HCID 69222084HCID 69222084, 화합물수율 30.5%

시약·촉매·용매 3

HCID 887Methanol용매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-0b83c331e9184315811f3b5d42166782
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07417041B2

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