Triethylamine → HCID 22054286, compound

HRID 1830347Notes

Reaction equation

HRID 1830347 reaction equation
[Cl-].ClC1N(C)CC[NH+]1C.[NH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:17][CH3:18])=[N:15][CH:16]=1.C(N(CC)CC)C.[CH3:26][O:27][C:28]1[C:29](=[O:52])[C:30]([CH3:51])=[C:31]([CH2:37][C:38]2[CH:46]=[CH:45][C:41]([C:42](O)=[O:43])=[C:40]([O:47][C:48](=[O:50])[CH3:49])[CH:39]=2)[C:32](=[O:36])[C:33]=1[O:34][CH3:35]>C(Cl)(Cl)Cl.C(Cl)Cl>[CH3:18][O:17][C:14]1[N:15]=[CH:16][C:11]([NH:10][C:42](=[O:43])[C:41]2[CH:45]=[CH:46][C:38]([CH2:37][C:31]3[C:32](=[O:36])[C:33]([O:34][CH3:35])=[C:28]([O:27][CH3:26])[C:29](=[O:52])[C:30]=3[CH3:51])=[CH:39][C:40]=2[O:47][C:48](=[O:50])[CH3:49])=[CH:12][CH:13]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 811216-Methoxy-3-pyridinylamineHCID 109867151H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chlorideHCID 22054194HCID 22054194, compound

Product 1

HCID 22054286HCID 22054286, compoundYield 18%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

2-Chloro-1,3-dimethylimidazolinium chloride (93 mg, 0.555 mmol), 5-amino-2-methoxypyridine (55 mg, 0.440 mmol) and triethylamine (44 mg, 0.440 mmol) were added to a methylene chloride solution (5 ml) of 4-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzoic acid (137 mg, 0.366 mmol) in a nitrogen atmosphere and the resulting solution was stirred all the night through. The reaction solution was diluted with chloroform, then washed with water and dried, and the solvent was removed by distillation. The residue was purified by silica gel column chromatography (hexand:ethyl acetate=3:1) to obtain the titled compound (31 mg, 0.065 mmol, 18%).

Workup

  1. washwashed with water
  2. customdried
  3. customthe solvent was removed by distillation
  4. customThe residue was purified by silica gel column chromatography (hexand:ethyl acetate=3:1)

Sources & evidence

ORD record
ord-bc6f4f0098c14d41a67c44c7350d544c
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

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