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Diisopropylethylamine → (5S)-5-({[6-(4-Chlorophenyl)-3,4-dihydro-2,7-naphthyridin-2(1H)-yl]sulfonyl}methyl)-5-methylimidazolidine-2,4-dione

HRID 643492
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HRID 643492 반응식
[CH3:1][C@@:2]1([CH2:9][S:10](Cl)(=[O:12])=[O:11])[C:6](=[O:7])[NH:5][C:4](=[O:8])[NH:3]1.[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][N:30]=2)[CH2:27][NH:26][CH2:25][CH2:24]3)=[CH:17][CH:16]=1.CCN(C(C)C)C(C)C>CN1C(=O)CCC1.O>[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][N:30]=2)[CH2:27][N:26]([S:10]([CH2:9][C@@:2]2([CH3:1])[NH:3][C:4](=[O:8])[NH:5][C:6]2=[O:7])(=[O:12])=[O:11])[CH2:25][CH2:24]3)=[CH:19][CH:20]=1
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참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 16738713(4S)-(4-methyl-2,5-dioxoimidazolidin-4-yl)methanesulphonyl chlorideHCID 686027826-(4-Chlorophenyl)-1,2,3,4-tetrahydro-2,7-naphthyridine

생성물 1

HCID 11561131(5S)-5-({[6-(4-Chlorophenyl)-3,4-dihydro-2,7-naphthyridin-2(1H)-yl]sulfonyl}methyl)-5-methylimidazolidine-2,4-dione수율 8.5%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 13387N-methyl-2-pyrrolidone용매2회

실험 절차

[(4S)-4-Methyl-2,5-dioxoimidazolidin-4-yl]methanesulfonyl chloride (0.086 g, 0.38 mmol) in anhydrous NMP (0.50 mL) was added dropwise to a stirred solution of 6-(4-chlorophenyl)-1,2,3,4-tetrahydro-2,7-naphthyridine (0.046 g, 0.19 mmol), DIPEA (0.066 mL, 0.38 mmol) and anhydrous NMP (1.5 mL) at RT. After the addition was complete the solution was stirred at RT for 1.5 h, then diluted with water (1 mL) and purified by preparative HPLC to afford 0.0070 g (8%) of the title compound as a white solid.

후처리

  1. additionAfter the addition
  2. custompurified by preparative HPLC

출처 및 근거

ORD 기록
ord-fdfb3c4d00664914971dea9cd641c71f
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07700604B2

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