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

HRID 1514989노트

반응식

HRID 1514989 반응식
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]

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-8ef9ed8c2983408895d88b71b23fcab6
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08222248B2

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