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Piperazine → HCID 10137646, 화합물

HRID 897283
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HRID 897283 반응식
Br[C:2]1[N:11]=[C:10]([C:12]([NH:14][CH2:15][C:16]2[CH:21]=[C:20]([Cl:22])[CH:19]=[C:18]([Cl:23])[CH:17]=2)=[O:13])[C:9]([OH:24])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[NH:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1.[C:31]([OH:37])([C:33]([F:36])([F:35])[F:34])=[O:32]>CN1CCCC1=O.CN(C=O)C>[Cl:23][C:18]1[CH:17]=[C:16]([CH:21]=[C:20]([Cl:22])[CH:19]=1)[CH2:15][NH:14][C:12]([C:10]1[C:9]([OH:24])=[C:8]2[C:3]([CH:4]=[CH:5][CH:6]=[N:7]2)=[C:2]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[N:11]=1)=[O:13].[F:34][C:33]([F:36])([F:35])[C:31]([O-:37])=[O:32].[NH:11]1[CH2:10][CH2:12][NH2+:14][CH2:15][CH2:16]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 4837PiperazineHCID 6422Trifluoroacetic acidHCID 10180885HCID 10180885, 화합물

생성물 2

HCID 10137646HCID 10137646, 화합물HCID 21903395HCID 21903395, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매
HCID 13387
N-methyl-2-pyrrolidone
용매

실험 절차

To a solution of 5-bromo-N-(3,5-dichlorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide from Example 50 (25 mg, 0.060 mmol), piperazine (30.25 mg, 0.35 mmol) in 1-methylpyrrolidinone (0.25 ml) was heated at 135 C for 18 hrs. The resulting mixture was further diluted with DMF (0.25 ml) and TFA (50 ul) and purified by preparative HPLC (Gilson Semi Preparative HPLC System and a YMC Combiprep Pro Column (50×20 mm i.d., C18, S-5 um, 120A) eluting with 5-95% acetonitrile/water (0.1%) at 15 ml/min) to afford the title compound as the piperazin-4-ium trifluoroacetate salt after lyophillization.

후처리

  1. custompurified by preparative HPLC (Gilson Semi Preparative HPLC System
  2. washa YMC Combiprep Pro Column (50×20 mm i.d., C18, S-5 um, 120A) eluting with 5-95% acetonitrile/water (0.1%) at 15 ml/min)

출처 및 근거

ORD 기록
ord-c0f7b38bb472415098d3ddfca6b20188
출처 데이터셋
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06921759B2

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