1,2-Dichloroethane → HCID 90408338, 화합물

HRID 594025노트

반응식

HRID 594025 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([B:8]([OH:10])[OH:9])[CH:7]=1.[C:12]([C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][N:24]=1)[C:19]([OH:21])=O)([CH3:15])([CH3:14])[CH3:13].[CH2:25](Cl)[CH2:26]Cl.ON1[C:34]2N=CC=[CH:38][C:33]=2N=N1.[CH3:39]N(C=O)C>CCOC(C)=O.O>[C:12]([C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][N:24]=1)[C:19]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([B:8]2[O:10][C:33]([CH3:38])([CH3:34])[C:25]([CH3:26])([CH3:39])[O:9]2)[CH:7]=1)=[O:21])([CH3:13])([CH3:14])[CH3:15]

참가 물질

8

반응물 5

HCID 111,2-DichloroethaneHCID 6228DimethylformamideHCID 181649HOAtHCID 6932922-Tert-butylpyridine-4-carboxylic acidHCID 57497242HCID 57497242, 화합물

생성물 1

HCID 90408338HCID 90408338, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 5-amino-2-methylphenylboronic acid, pinacol ester (1.0 equiv.), 2-(tert-butyl)isonicotinic acid (1.0 equiv.), EDC (1.0 equiv.) and 1-hydroxy-7-azabenzotriazole (0.380 g, 1.0 equiv.) in DMF (0.3 M) was stirred at RT for 68 hr. The reaction mixture was then diluted with EtOAc and water, the organic layer was isolated and the aqueous layer was extracted twice with EtOAc. The combined organics were dried over MgSO4, filtered and concentrated in vaccuo to yield 2-(tert-butyl)-N-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)isonicotinamide as a white solid in 91%. LCMS (m/z) (M+H)=395.1, Rt=0.71 min.

후처리

  1. customthe organic layer was isolated
  2. extractionthe aqueous layer was extracted twice with EtOAc
  3. dry with materialThe combined organics were dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vaccuo

출처 및 근거

ORD 기록
ord-99309c1b4ff347b181218128b771f694
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242969B2

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