Ethanol → 9-(1H-imidazol-1-yl)methyl-4-[(2-phenylethyl)amino]imidazo[5,1-h]pteridin-6(5H)-one

HRID 377522

반응식

HRID 377522 반응식
Cl[C:2]1[C:7]([N+:8]([O-])=O)=[C:6](Cl)[N:5]=[CH:4][N:3]=1.C([NH:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)C1C=CC=CC=1.[N:28]1([CH2:33][C:34]2[NH:35][CH:36]=[CH:37][N:38]=2)[CH:32]=[CH:31][N:30]=[CH:29]1.[Sn](Cl)Cl.[C:42](N1C=CN=C1)(N1C=CN=C1)=[O:43].C(O)C.[OH-].[Na+]>[Pd]>[N:28]1([CH2:33][C:34]2[N:35]3[C:36]([C:42](=[O:43])[NH:8][C:7]4[C:2]([NH:19][CH2:20][CH2:21][C:22]5[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=5)=[N:3][CH:4]=[N:5][C:6]=43)=[CH:37][N:38]=2)[CH:32]=[CH:31][N:30]=[CH:29]1

참가 물질

9

반응물 7

HCID 702EthanolHCID 14798Sodium HydroxideHCID 203124,6-Dichloro-5-nitropyrimidineHCID 24479Stannous ChlorideHCID 65055N-BenzylphenethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 193588462-(1H-imidazol-1-ylmethyl)-1H-imidazole

생성물 1

HCID 99081929-(1H-imidazol-1-yl)methyl-4-[(2-phenylethyl)amino]imidazo[5,1-h]pteridin-6(5H)-one

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

Prepared by treatment of 4,6-dichloro-5-nitropyrimidine with N-benzylphenethylamine, followed by reaction with 2-((1H-imidazol-1-yl)methyl)imidazole, reduction with tin (II) chloride, cyclization with carbonyidiimidazole and hydrogenation with palladium on carbon in ethanol containing 1.1 eq. NaOH at 50° C. and 50 psi.

후처리

  1. customat 50° C.

출처 및 근거

ORD 기록
ord-c05bad6c92b345d388ba0759b01712cc
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06025489

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