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Isopropylamine → HCID 86629464, 화합물

HRID 595458
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HRID 595458 반응식
Cl[C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][N:5]=[C:4]([Cl:13])[CH:3]=1.[CH:14]([NH2:17])([CH3:16])[CH3:15].CCN(C(C)C)C(C)C>CC(N(C)C)=O>[Cl:13][C:4]1[CH:3]=[C:2]([NH:17][CH:14]([CH3:16])[CH3:15])[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][N:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6363IsopropylamineHCID 81531DiisopropylethylamineHCID 600045Ethyl 4,6-dichloropyridine-3-carboxylate

생성물 1

HCID 86629464HCID 86629464, 화합물

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

A stirred solution of ethyl 4,6-dichloronicotinate (1) (10 g, 43.4 mmol), isopropyl amine (8 mL) and DIPEA (8 mL) in DMA (50 mL) were heated at 120° C. in a sealed tube for 3 h. The reaction mixture was concentrated to dryness to remove excess of DMA from the reaction mass. The crude material obtained was purified by column chromatography through silica gel and EtOAC:pet. Ether as eluent to obtain the title compound (2). LC/MS: Acquity BEH C18 2.1×50 mm, 1.8 micron; Solvent A=0.1% TFA in water; Solvent B=0.1% TFA in ACN; gradient 0-100% B over 2 min; retention time: 0.90 min; LCMS (ES-API), m/z 243.7 (M+H).

후처리

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customto remove excess of DMA from the reaction mass
  3. customThe crude material obtained
  4. customwas purified by column chromatography through silica gel and EtOAC

출처 및 근거

ORD 기록
ord-1eb8ae2969864f43af79e752ea4c3098
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09242976B2

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