Triethylamine → 4-amino-N-(5,6-dimethylpyridin-2-yl)-3-nitrobenzamide

HRID 1514989ノート

反応式

HRID 1514989 の反応式
C[N:2](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH2:25][C:26]1[CH:34]=[CH:33][C:29]([C:30]([OH:32])=O)=[CH:28][C:27]=1[N+:35]([O-:37])=[O:36].C(N(CC)CC)C.N[C:46]1[CH:47]=[C:48]([CH3:55])[C:49](C)([CH3:53])[NH:50][C:51]=1C>CN(C=O)C>[NH2:25][C:26]1[CH:34]=[CH:33][C:29]([C:30]([NH:2][C:51]2[CH:46]=[CH:47][C:48]([CH3:55])=[C:49]([CH3:53])[N:50]=2)=[O:32])=[CH:28][C:27]=1[N+:35]([O-:37])=[O:36]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 74115Benzoic acid, 4-amino-3-nitro-HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 669662025-Amino-2,3-dimethyllutidine

生成物 1

HCID 669660594-amino-N-(5,6-dimethylpyridin-2-yl)-3-nitrobenzamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To DMF (20 mL) were added HATU (2.87 g, 7.55 mmol), 4-amino-3-nitrobenzoic acid (916 mg, 5.03 mmol), triethylamine (1.05 mL, 762 mmol) and 5-amino-2,3-dimethyllutidine (615 mg, 5.03 mmol) [J. Het. Chem. 31, 1641 (1994)]. The mixture was stirred at ambient temperature for 1 h, then at 80° C. for 18 h. The solution was decanted into ethyl acetate and extracted once with water and five times with brine, then dried, filtered, and the solvent was removed under reduced pressure. The residue was purified by chromatography using a gradient of 80-100% heptane/ethyl acetate to give 4-amino-N-(5,6-dimethylpyridin-2-yl)-3-nitrobenzamide. MS (m/z) 287.0 (M+1).

後処理

  1. waitat 80° C. for 18 h
  2. customThe solution was decanted into ethyl acetate
  3. extractionextracted once with water and five times with brine
  4. customdried
  5. filtrationfiltered
  6. customthe solvent was removed under reduced pressure
  7. customThe residue was purified by chromatography

出典と根拠

ORDレコード
ord-8ef9ed8c2983408895d88b71b23fcab6
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…