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Diisopropylethylamine → N-((2'-methyl-[2,4'-bipyridin]-5-yl)methyl)-6-phenoxynicotinamide

HRID 711285
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반응식

HRID 711285 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][NH2:15])=[CH:10][N:9]=2)[CH:5]=[CH:4][N:3]=1.[O:16]([C:23]1[CH:31]=[CH:30][C:26]([C:27](O)=[O:28])=[CH:25][N:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C>CN(C=O)C>[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][NH:15][C:27](=[O:28])[C:26]3[CH:30]=[CH:31][C:23]([O:16][C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)=[N:24][CH:25]=3)=[CH:10][N:9]=2)[CH:5]=[CH:4][N:3]=1
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참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 27764976-Phenoxynicotinic AcidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 67208679(2'-Methyl-[2,4'-bipyridin]-5-yl)methanamine

생성물 1

HCID 66632184N-((2'-methyl-[2,4'-bipyridin]-5-yl)methyl)-6-phenoxynicotinamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture of (2′-methyl-[2,4′-bipyridin]-5-yl)methanamine 18-2 (20 mg, 0.10 mmol), 6-phenoxynicotinic acid 56-1 (21.5 mg, 0.10 mmol), and HATU (40 mg, 0.105 mmol) were added N,N-diisopropylethylamine (DIEA, 26 μL, 0.15 mmol) and DMF (0.5 mL). The solution was stirred overnight at room temperature and was subjected to reverse phase preparative HPLC separation to yield N-((2′-methyl-[2,4′-bipyridin]-5-yl)methyl)-6-phenoxynicotinamide 94 as a solid. MS m/z 397.2 (M+1).

후처리

  1. customphase preparative HPLC separation

출처 및 근거

ORD 기록
ord-29163bc76b2f4a80a071d1799faaa14d
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09181235B2

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