Iodoethane → N-(3-ethyl-1-((1-ethyl-6-oxo-1,6-dihydropyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

HRID 79323노트

반응식

HRID 79323 반응식
[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([OH:31])[N:26]=2)[N:4]=1)[CH3:2].C([O-])([O-])=O.[K+].[K+].I[CH2:39][CH3:40]>CN(C=O)C>[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:24][C:25]2[N:26]([CH2:39][CH3:40])[C:27](=[O:31])[CH:28]=[CH:29][CH:30]=2)[N:4]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 178437935HCID 178437935, 화합물

생성물 1

HCID 67259976N-(3-ethyl-1-((1-ethyl-6-oxo-1,6-dihydropyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide수율 16.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To N-(3-ethyl-1-((6-hydroxypyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide (11 mg, 0.027 mmol; prepared as in Example 17, Step A) in DMF (2 mL) was added K2CO3 (7.4 mg, 0.053 mmol) and iodoethane (21 mg, 0.13 mmol). The reaction mixture was stirred for 16 hours and then concentrated under reduced pressure to remove DMF. Silica gel chromatography (DCM/MeOH 10:1) gave the final product (2 mg). MS (ES+APCI) m/z=441 (M+H). The O-alkylated product was also isolated (See Example 27).

후처리

  1. concentrationconcentrated under reduced pressure
  2. customto remove DMF

출처 및 근거

ORD 기록
ord-5a62f95b8faf49609ac8d6abe5bef6fa
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841455B2

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