Water → HCID 22057952, compound

HRID 1357700Notes

Reaction equation

HRID 1357700 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[C:13]([N+:18]([O-:20])=[O:19])[CH:12]=2)=[O:9])[CH:5]=[CH:4][N:3]=1.[OH2:21].C(Cl)Cl>N1CCOCC1>[CH3:17][C:14]1[CH:15]=[CH:16][C:11]([NH:10][C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([N:3]3[CH2:4][CH2:5][O:21][CH2:7][CH2:2]3)[CH:7]=2)=[O:9])=[CH:12][C:13]=1[N+:18]([O-:20])=[O:19]

Participants

5

Reactant 3

HCID 962WaterHCID 6344DichloromethaneHCID 220579422-chloro-N-(4-methyl-3-nitrophenyl)pyridine-4-carboxamide

Product 1

HCID 22057952HCID 22057952, compound

Reagents, catalysts & solvents 1

HCID 8083MorpholineSolvent

Procedure

2-Chloro-N-(4-methyl-3-nitrophenyl)pyridine-4-carboxamide (18.33 g) was stirred in morpholine (250 ml) at 100° C. for 18 hours. Reaction was poured into water (250 ml) affording a gummy solid. Methylene chloride (30 ml) was added and stirred for 30 minutes and solid filtered, washed with methylene chloride and dried in a vacuum oven for 18 hours to yield N-(4-methyl-3-nitrophenyl)-2-morpholinopyridine-4-carboxamide the title compound (17.34 g); NMR: 2.48 (s, 3H), 3.52 (m, 4H), 3.71 (m, 4H), 7.1 (d, 1H), 7.25 (s, 1H), 7.49 (d, 1H), 7.97 (m, 1H), 8.29 (m, 1H), 8.49 (m, 1H), 10.62 (s, 1H); m/s: M+H+ 343.

Workup

  1. customReaction
  2. customaffording a gummy solid
  3. filtrationsolid filtered
  4. washwashed with methylene chloride
  5. customdried in a vacuum oven for 18 hours

Sources & evidence

ORD record
ord-28ac6833b27a4b76a12337a016558112
Source dataset
uspto-grants-2003_07
Patent number
US06593333B1

Reaction notes

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