Triethylamine → 4-amino-3-nitro-N-(6-trifluoromethylpyridin-3-yl)-benzamide

HRID 1515051ノート

反応式

HRID 1515051 の反応式
[F:1][C:2]([F:11])([F:10])[C:3]1[N:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1.[NH2:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](O)=[O:18])=[CH:15][C:14]=1[N+:22]([O-:24])=[O:23].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(CC)CC>CN(C=O)C>[NH2:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([NH:9][C:6]2[CH:7]=[N:8][C:3]([C:2]([F:1])([F:10])[F:11])=[CH:4][CH:5]=2)=[O:18])=[CH:15][C:14]=1[N+:22]([O-:24])=[O:23]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 74115Benzoic acid, 4-amino-3-nitro-HCID 27377445-Amino-2-(trifluoromethyl)pyridineHCID 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 669662254-amino-3-nitro-N-(6-trifluoromethylpyridin-3-yl)-benzamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 6-trifluoromethylpyridin-3-ylamine (1.0 g, 6.17 mmol) and 4-amino-3-nitrobenzoic acid (1.12 g, 6.17 mmol) in DMF (25 mL) was added HATU (3.5 g, 9.23 mmol) followed by NEt3 (1.77 ml, 9.23 mmol). The reaction mixture was stirred at ambient temperature overnight. The reaction was quenched with water and extracted with EtOAc. The organic layer was washed with water, brine, dried with MgSO4, and filtered. The solvent was removed under reduced pressure and the residue was purified by flash chromatography using a heptane/EtOAc (1:1 then followed by 100% EtOAc) to give 4-amino-3-nitro-N-(6-trifluoromethylpyridin-3-yl)-benzamide as a red solid.

後処理

  1. customThe reaction was quenched with water
  2. extractionextracted with EtOAc
  3. washThe organic layer was washed with water, brine
  4. dry with materialdried with MgSO4
  5. filtrationfiltered
  6. customThe solvent was removed under reduced pressure
  7. customthe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-6e0a824592ba4869a281ddcafb8f8b7b
出典データセット
uspto-grants-2012_07
特許番号
US08222248B2

反応ノート

読み込み中…