Diisopropylethylamine → 5-Chloro-6-[2-(isopropylamino-methyl)-pyrrolidin-1-yl]-1-methyl-3-naphthalen-2-yl-1H-[4,4']bipyridinyl-2-one

HRID 1795465노트

반응식

HRID 1795465 반응식
[Cl:1][C:2]1[C:3]([C:21]2[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=2)=[C:4]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)[C:5](=[O:10])[N:6]([CH3:9])[C:7]=1Cl.C(N(C(C)C)CC)(C)C.[CH:36]([NH:39][CH2:40][CH:41]1[CH2:45][CH2:44][CH2:43][NH:42]1)([CH3:38])[CH3:37]>C(Cl)Cl>[Cl:1][C:2]1[C:3]([C:21]2[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=2)=[C:4]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)[C:5](=[O:10])[N:6]([CH3:9])[C:7]=1[N:42]1[CH2:43][CH2:44][CH2:45][CH:41]1[CH2:40][NH:39][CH:36]([CH3:38])[CH3:37]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 221851795,6-dichloro-1-methyl-3-naphthalen-2-yl-1H-[4,4']bipyridinyl-2-oneHCID 22185196N-(Pyrrolidin-2-ylmethyl)propan-2-amine

생성물 1

HCID 221851985-Chloro-6-[2-(isopropylamino-methyl)-pyrrolidin-1-yl]-1-methyl-3-naphthalen-2-yl-1H-[4,4']bipyridinyl-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
150 °C

실험 절차

A microwave tube was charged with 5,6-dichloro-1-methyl-3-naphthalen-2-yl-1H-[4,4′]bipyridinyl-2-one (0.300 g, 0.8 mmol), diisopropylethylamine (2 eq.) and isopropyl-pyrrolidin-2-ylmethyl-amine (1 eq). The heterogeneous suspension was heated in the microwave at 150° C. for 10 min. The resulting brownish suspension was dissolved in DCM and the crude product was purified by flash chromatography using an ISCO combiflash system with a mixture 97/3 DCM/MeOH to give the title compound. MS (ES+): 487 (M+H)+.

후처리

  1. customthe crude product was purified by flash chromatography

출처 및 근거

ORD 기록
ord-14ed54ecb4bf4ace808aed17734668e4
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07026326B2

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