Acetic Acid → HCID 135710758, compound

HRID 1464318Notes

Reaction equation

HRID 1464318 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 the 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. filtrationfiltering the resultant crystals

Sources & evidence

ORD record
ord-146825cf7d964dcbb31e264b246f96f4
Source dataset
uspto-grants-1994_04
Patent number
US05304553

Reaction notes

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