Water → N-(2-Amino-5-chloro-phenyl)-5-bromo-2-fluoro-benzamide

HRID 77079

反応式

HRID 77079 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[Cl:12][C:13]1[CH:14]=[C:15]([NH2:20])[C:16]([NH2:19])=[CH:17][CH:18]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.O>ClCCl.CN(C=O)C>[NH2:19][C:16]1[CH:17]=[CH:18][C:13]([Cl:12])=[CH:14][C:15]=1[NH:20][C:7](=[O:9])[C:6]1[CH:10]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=1[F:11]

参加物

7

反応物 4

HCID 962WaterHCID 72634-Chloro-1,2-diaminobenzeneHCID 27363155-Bromo-2-fluorobenzoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

生成物 1

HCID 24699699N-(2-Amino-5-chloro-phenyl)-5-bromo-2-fluoro-benzamide収率 52%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

Method 7—Step a A mixture of 5-Bromo-2-fluoro-benzoic acid (3.00 g, 13.70 mmol), 4-chloro-benzene-1,2-diamine (2.42 g, 16.99 mmol), HATU (5.47 g, 14.38 mmol) and TEA (1.91 mL, 13.83 mmol) in dichloromethane (70 mL) and DMF (16 mL) was stirred at room temperature overnight, then water was added (80 mL) and left standing at room temperature overnight. The organic layer was divided and solvent removed under reduced pressure and the crude oil obtained was crystallized from the mixture of solvents dichloromethane:cyclohexane/3:1 (30 mL) to afford 2.19 g of the title compound (52%).

後処理

  1. waitleft
  2. waitstanding at room temperature overnight
  3. customsolvent removed under reduced pressure
  4. customthe crude oil obtained
  5. customwas crystallized from the mixture of solvents dichloromethane

出典と根拠

ORDレコード
ord-b4ce010ef34c425eb8d782dbd571233d
出典データセット
uspto-grants-2014_09
特許番号
US08835648B2

関連ノート

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