1,2-Dichloroethane → HCID 90408338、化合物

HRID 594025ノート

反応式

HRID 594025 の反応式
[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]

参加物

8

反応物 5

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

生成物 1

HCID 90408338HCID 90408338、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-99309c1b4ff347b181218128b771f694
出典データセット
uspto-grants-2016_01
特許番号
US09242969B2

反応ノート

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