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2-Methylbenzamide → (+/-)-N-(3-amino-propyl)-N-[1-(3-benzyl-4-oxo-3,4-dihydro-pteridin-2-yl)-2-methyl-propyl]-4-methyl-benzamide

HRID 2055665
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인쇄 미리보기

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HRID 2055665 반응식
[C:1]1(C)C(C(N)=O)=CC=CC=1.C(OC(=O)[NH:17][CH2:18][CH2:19][CH2:20][N:21]([CH:31]([C:35]1[N:44]([CH2:45][C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)[C:43](=[O:52])[C:42]2[C:37](=[N:38][CH:39]=[CH:40][N:41]=2)[N:36]=1)[CH:32]([CH3:34])[CH3:33])[C:22](=[O:30])[C:23]1[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][CH:24]=1)(C)(C)C>C(O)(C(F)(F)F)=O.O.ClCCl>[NH2:17][CH2:18][CH2:19][CH2:20][N:21]([CH:31]([C:35]1[N:44]([CH2:45][C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)[C:43](=[O:52])[C:42]2[C:37](=[N:38][CH:39]=[CH:40][N:41]=2)[N:36]=1)[CH:32]([CH3:33])[CH3:34])[C:22](=[O:30])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[CH3:1].[NH2:17][CH2:18][CH2:19][CH2:20][N:21]([CH:31]([C:35]1[N:44]([CH2:45][C:46]2[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=2)[C:43](=[O:52])[C:42]2[C:37](=[N:38][CH:39]=[CH:40][N:41]=2)[N:36]=1)[CH:32]([CH3:34])[CH3:33])[C:22](=[O:30])[C:23]1[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][CH:24]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 107042-MethylbenzamideHCID 69314695{3-[[1-(3-Benzyl-4-oxo-3,4-dihydro-pteridin-2-yl)-2-methyl-propyl]-(4-methyl-benzoyl)-amino]-propyl}-carbamic acid tert-butyl ester

생성물 2

HCID 22172580(+/-)-N-(3-amino-propyl)-N-[1-(3-benzyl-4-oxo-3,4-dihydro-pteridin-2-yl)-2-methyl-propyl]-4-methyl-benzamide수율 98%HCID 69315811N-(3-amino-propyl)-N-[1-(3-benzyl-4-oxo-3,4-dihydro-pteridin-2-yl)-2-methyl-propyl]-methyl-benzamide

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 22392675Trifluoroacetic acid water용매

실험 절차

Formula I where R2 and R3 are H; R5 is Benzyl; R6 is Isopropyl; R6′ is H; R7 is 3-Amino-propyl-; R8 is —C(O)—R9 where R9 is p-Methyl-phenyl-; X and Y are —C═; and W and Z are —N═: The toluamide, {3-[[1-(3-benzyl-4-oxo-3,4-dihydro-pteridin-2-yl)-2-methyl-propyl]-(4-methyl-benzoyl)-amino]-propyl}-carbamic acid tert-butyl ester, was then dissolved in TFA/H2O (95/5) (50 mL) and stirred at room temperature for 1 hour, after which it was diluted with dichloromethane, washed with saturated sodium bicarbonate, water and brine, and dried over sodium sulfate. Concentration of the dichloromethane solution gave the title product (±)-N-(3-amino-propyl)-N-[1-(3-benzyl-4-oxo-3,4-dihydro-pteridin-2-yl)-2-methyl-propyl]4-methyl-benzamide as a white solid (150 mg, 98.0%). MS (Cl) M/E: 485.2.

후처리

  1. washwashed with saturated sodium bicarbonate, water and brine
  2. dry with materialdried over sodium sulfate

출처 및 근거

ORD 기록
ord-46951ee3424b45fcbe5be6e83c413b2c
출처 데이터셋
uspto-grants-2008_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07332498B2

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