Acetic Acid → HCID 135710758, compound

HRID 129493Notes

Reaction equation

HRID 129493 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][C:7]2[C:10]([C:19](=O)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[Cl:26])=[C:11]([NH:13][C:14](=[O:18])[CH:15]([NH2:17])[CH3:16])[S:12][C:6]=2[CH2:5]1)(=[O:3])[CH3:2].N1C=CC=CC=1.C(O)(=O)C>C1(C)C=CC=CC=1>[C:1]([N:4]1[CH2:9][CH2:8][C:7]2[C:10]3[C:19]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[Cl:26])=[N:17][CH:15]([CH3:16])[C:14](=[O:18])[NH:13][C:11]=3[S:12][C:6]=2[CH2:5]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 1049PyridineHCID 14986622HCID 14986622, compound

Product 1

HCID 135710758HCID 135710758, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

636.8 g of 6-acetyl-2-(2-aminopropionylamino)-3-(2-chlorobenzoyl)-4,5,6,7-tetrahydro-thieno[2,3-C]pyridine was dissolved in 2.3 liters of toluene, 637 ml of pyridine and 94.3 ml of acetic acid and refluxed over day and night while removing water from the reaction system. After removal of the reaction solution by distillation, benzene was added, followed by cooling and filtering the resultant crystals to obtain 300 g of the intended product.

Workup

  1. customwhile removing water from the reaction system
  2. customAfter removal of the reaction solution
  3. distillationby distillation, benzene
  4. additionwas added
  5. temperatureby cooling
  6. filtrationfiltering the resultant crystals

Sources & evidence

ORD record
ord-f9a7e39702434d76b27a2a670326ca0d
Source dataset
uspto-grants-1995_11
Patent number
US05468740

Reaction notes

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