Diisopropylethylamine → 5-[[2-(dimethylamino)-2-oxoethyl](methyl)amino]-N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide

HRID 897302노트

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HRID 897302 반응식
Br[C:2]1[N:11]=[C:10]([C:12]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[O:13])[C:9]([OH:23])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[CH3:24][N:25]([CH3:31])[C:26](=[O:30])[CH2:27][NH:28][CH3:29].C(N(CC)C(C)C)(C)C>CN(C=O)C>[CH3:24][N:25]([CH3:31])[C:26](=[O:30])[CH2:27][N:28]([CH3:29])[C:2]1[N:11]=[C:10]([C:12]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[O:13])[C:9]([OH:23])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 2063713N,N-dimethyl-2-(methylamino)acetamideHCID 223464015-bromo-N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide

생성물 1

HCID 159582765-[[2-(dimethylamino)-2-oxoethyl](methyl)amino]-N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
135 °C

실험 절차

Into a 10 mL pressure vessel equipped with a magnetic stir bar was placed 0.1 g (0.266 mmol) 5-bromo-N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide (see Example 126), 0.031 g (0.27 mmol) N,N-dimethyl-2-(methylamino)acetamide, 0.726 mL (0.8 mmol) N,N-diisopropylethylamine and 5 mL DMF. The vessel was sealed and heated on an oil bath to 135° C. for 18 hrs., after which the mixture was cooled and the solvent removed in vacuo. The residue was purified by reverse phase HPLC on a C18 column using acetonitrile/water as eluent to give 5-[[2-(dimethylamino)-2-oxoethyl](methyl)amino]-N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide.

후처리

  1. customInto a 10 mL pressure vessel equipped with a magnetic stir bar
  2. customThe vessel was sealed
  3. temperature, after which the mixture was cooled
  4. customthe solvent removed in vacuo
  5. customThe residue was purified by reverse phase HPLC on a C18 column

출처 및 근거

ORD 기록
ord-f650dd53b06a455094f07ddcb819e93b
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06921759B2

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